Multiple Bonds Between Metal Atoms / 12-Rhodium Compounds

Rhodium Compounds 565

Chifotides and Dunbar

Fig. 12.52. The cation in cis-[Rh2(µ-O2CCH3)2(bpy)(dppz)(MeOH)Cl]BF4.

Fig. 12.53. The cation in cis-[Rh2(DPhFF)2(dppz)(NCCH3)4](BF4)2.

Transcription inhibition in vitro

Transcription is the cellular process whereby mRNA is produced from a DNA template by the action of RNA polymerase.829 Inhibition of this process leads to cell death. Contrary to cisplatin, which inhibits transcription by binding to the DNA template,830 experiments designed to elucidate the mechanism of inhibition of dirhodium compounds indicate that, in vitro transcription inhibition is predominantly effected by interaction of the compounds studied with T7-RNA polymerase.763,764 The imaged agarose gel illustrated in Fig. 12.54 exhibits the progressive decrease of the amount of mRNA produced during transcription relative to the control lane 1, as the concentration of Rh2(HNCOCF3)4 increases (lanes 2-6).764 The differences in reactivity and transcription inhibition mechanisms among the complexes Rh2(HNCOCH3)4, Rh2(HNCOCF3)4 and Rh2(O2CCF3)4 have been correlated to differences in the Lewis acidity of the ax sites as well as the lability of the bridging groups.764 Studies aimed at gaining further understanding of dirhodium binding interactions with biomolecules are underway.

566Multiple Bonds Between Metal Atoms Chapter 12

Fig. 12.54. Ethidium bromide stained agarose gel (1%) of transcribed mRNA in the presence of various concentrations of Rh2(HNCOCF3)4. Lane 1: no metal compound; Lane 2: 2.4 µM; Lane 3: 3.6 µM; Lane 4: 4.8 µM; Lane 5: 0.60 µM; Lane 6: 7.2 µM. Both the DNA template and mRNA are imaged on the gel.

Nitric oxide sensors

The development of dirhodium tetracarboxylate scaffolds containing bound fluorophore conjugates for the reversible fluorescence-based detection of NO in biological fluids is underway218 with very promising results: an immediate increase in fluorescence emission greater than 15-fold occurs when NO is admitted to solutions containing Rh2(O2CCH3)4 and the fluorophores Ds-im (dansyl-imidazole) or Ds-pip (dansyl-piperazine). The fluorescence response arises from the NO induced displacement of the axially coordinated fluorophore.218

12.7.4 Photocatalytic reactions

Dirhodium complexes have been investigated as potential systems for the conversion of solar energy by means of harnessing a photon to drive a multielectron redox event. Despite reversible photochemical homolytic cleavage of the Rh–Rh bond for the unsupported d7-d7 dirhodium complex [Rh2(NCCH3)10]4+ at η < 600 nm, yielding mononuclear metal-centered radicals,602-604 the bimetallic core remains intact in the radical photochemistry of bridged d8-d8 (12.83) and d7-d7 (12.84) dirhodium complexes. Several studies that focus on the photochemical release of H2 from hydrohalic solutions HX in the presence of Rh22+ (d8-d8 system; 12.83)831 isocyanide compounds (section 12.5.1)12,651-654 have been reported, but termination of the cycle that regenerates the initial photoreagent, due to formation of the highly stable Rh(II)-X bond, precludes catalytic turnover. Conversely, light excitation of the d7-d7 (12.84)831 bimetallic complexes, bridged by bis(difluorophosphino)methylamine (CH3N(PF2)2), results in formation of excited states that possess significant radical character centered on the metals (dμ* excited states) and provide a means of overcoming the energetic barrier to halogen atom elimination.11,569 In seminal studies,10,11 compounds such as Rh2[CH3N(PF2)2]3X4 (X = Cl, Br)571,572 have been shown to enable the photocatalytic production of H2 from homogeneous solutions of HX. An increased understanding of these systems is imperative to the development of efficient energy conversion photocatalysts with bimetallic cores.

Rhodium Compounds 567

Chifotides and Dunbar

12.83

12.84

12.7.5 Other applications

The absolute configuration of chiral alcohols, olefins, epoxides, ethers, amines and phosphines is determined from the NMR or CD spectra of their dirhodium carboxylate270,274,832-835 and methoxytrifluoromethylphenylacetate (anion of Mosher’s acid)80-89 complexes, respectively. Chiral dirhodium carboxamidate catalysts are employed in highly enantioselective syntheses of therapeutic agents.836-838 The electrochemical properties of a Doyle catalyst immobilized on a carbon paste electrode in the presence or absence of DNA,839 as well as those of an acetamidate complex on a carbon paste electrode serving as a hydrazine sensor840 have been explored. Likewise, the potential of dirhodium-substituted polyoxometalates, employed as catalysts, for the electrochemical oxidation of biomolecules has been addressed.841-844 The entrapment of redoxactive dimetal units into a siloxane framework produces promising materials for electrochemistry.845 The design of several dirhodium compounds (with carboxylate ligands derived from fatty acids of varying length), that exhibit thermotropic columnar mesophase, is of considerable interest in view of their potential use as materials for molecular wires and electronics.63,64,70,313,314

References

1.M. P. Doyle and T. Ren, Prog. Inorg. Chem. 2001, 49, 113.

2.M. P. Doyle, Catalysis by Diand Polynuclear Metal Cluster Complexes, R. D. Adams and F. A. Cotton, Eds., Wiley-VCH: New York, 1998, p 249.

3.M. P. Doyle and D. C. Forbes, Chem. Rev. 1998, 98, 911.

4.M. P. Doyle, Acc. Chem. Res. 1986, 19, 348.

5.M. P. Doyle, M. A. McKervey and T. Ye, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds – From Cyclopropanes to Ylides, John Wiley & Sons: New York, 1998.

6.H. T. Chifotides and K. R. Dunbar, Acc. Chem. Res. 2005, in press.

7.P. M. Bradley, B. E. Bursten and C. Turro, Inorg. Chem. 2001, 40, 1376.

8.P. M. Bradley, P. K.-L. Fu and C. Turro, Comments Inorg. Chem. 2001, 22, 393.

9.P. K.-L. Fu, P. M. Bradley and C. Turro, Inorg. Chem. 2001, 40, 2476.

10.A. F. Heyduk and D. G. Nocera, Science 2001, 293, 1639.

11.A. F. Heyduk, A. M. Macintosh and D. G. Nocera, J. Am. Chem. Soc. 1999, 121, 5023.

12.I. S. Sigal, K. R. Mann and H. B. Gray, J. Am. Chem. Soc. 1980, 102, 7252.

13.F. A. Cotton, C. Lin and C. A. Murillo, Acc. Chem. Res. 2001, 34, 759.

14.B. J. Holliday and C. A. Mirkin, Angew. Chem., Int. Ed. 2001, 40, 2022.

568Multiple Bonds Between Metal Atoms Chapter 12

15.F. A. Cotton, C. Lin and C. A. Murillo, Proc. Nat. Acad. Sci. U.S.A. 2002, 99, 4810.

16.F. A. Cotton, E. A. Hillard and C. A. Murillo, J. Am. Chem. Soc. 2002, 124, 5658.

17.F. A. Cotton, G. Wilkinson, C. A. Murillo and M. Bochmann, Advanced Inorganic Chemistry, 6th ed., John Wiley & Sons: New York, 1999, p 1054.

18.T. R. Felthouse, Prog. Inorg. Chem. 1982, 29, 73.

19.E. B. Boyar and S. D. Robinson, Coord. Chem. Rev. 1983, 50, 109.

20.E. B. Boyar and S. D. Robinson, Platinum Met. Rev. 1982, 26, 65.

21.I. B. Baranovskii, Russ. J. Inorg. Chem. 1982, 27, 759.

22.T. Ren, Coord. Chem. Rev. 1998, 175, 43.

23.C. E. Housecroft, Coord. Chem. Rev. 1992, 115, 191.

24.C. E. Housecroft, Coord. Chem. Rev. 1995, 146, 235.

25.C. E. Housecroft, Coord. Chem. Rev. 1996, 152, 107.

26.I. I. Chernyaev, E. V. Shenderetskaya, A. G. Maiorova and A. A. Koryagina, Russ. J. Inorg. Chem. 1965, 10, 290.

27.I. I. Chernyaev, E. V. Shenderetskaya, A. G. Maiorova and A. A. Koryagina, Russ. J. Inorg. Chem. 1966, 11, 1383.

28.E. M. Shustorovich, M. A. Porai-Koshits and Yu. A. Buslaev, Coord. Chem. Rev. 1975, 17, 1.

29.S. A. Johnson, H. R. Hunt and H. M. Neumann, Inorg. Chem. 1963, 2, 960.

30.T. A. Stephenson, S. M. Morehouse, A. R. Powell, J. P. Heffer and G. Wilkinson, J. Chem. Soc. (Abstracts) 1965, 3632.

31.P. Legzdins, R. W. Mitchell, G. L. Rempel, J. D. Ruddick and G. Wilkinson, J. Chem. Soc. A 1970, 3322.

32.G. A. Rempel, P. Legzdins, H. Smith and G. Wilkinson, Inorg. Synth. 1972, 13, 90.

33.H. Brunner, H. Kluschanzoff and K. Wutz, Bull. Soc. Chim. Belg. 1989, 98, 63.

34.N. A. Ezerskaya, E. S. Toropchenova, I. V. Kubrakova, S. V. Krasheninnikova, T. F. Kudinova, T. A. Fomina and I. N. Kiseleva, J. Anal. Chem. 2000, 55, 1132.

35.G. Winkhaus and P. Ziegler, Z. anorg. allg. Chem. 1967, 350, 51.

36.J. L. Bear, J. Kitchens and M. R. Wilcotte, III, J. Inorg. Nucl. Chem. 1971, 33, 3479.

37.F. A. Cotton and J. G. Norman, Jr., J. Am. Chem. Soc. 1972, 94, 5697.

38.F. A. Cotton and J. L. Thompson, Inorg. Chim. Acta 1984, 81, 193.

39.H. J. Callot, A.-M. Albrecht-Gary, M. A. Joubbeh, B. Metz and F. Metz, Inorg. Chem. 1989, 28, 3633.

40.C. R. Wilson and H. Taube, Inorg. Chem. 1975, 14, 405.

41.G. H. P. Roos and M. A. McKervey, Synth. Commun. 1992, 22, 1751.

42.Yu. S. Varshavskii, T. G. Cherkasova, A. B. Nikol’skii and I. I. Vorontsov, Russ. J. Inorg. Chem. 2001, 46, 685.

43.J. Kitchens and J. L. Bear, J. Inorg. Nucl. Chem. 1970, 32, 49.

44.J. Kitchens and J. L. Bear, Thermochim. Acta 1970, 1, 537.

45.R. A. Howard, A. M. Wynne, J. L. Bear and W. W. Wendlandt, J. Inorg. Nucl. Chem. 1976, 38, 1015.

46.A. R. de Souza, R. Najjar and J. R. Matos, Thermochim. Acta 2000, 343, 119.

47.F. A. Cotton, E. V. Dikarev and X. Feng, Inorg. Chim. Acta 1995, 237, 19.

48.F. A. Cotton, E. V. Dikarev and S.-E. Stiriba, Organometallics 1999, 18, 2724.

49.F. A. Cotton, E. V. Dikarev and S.-E. Stiriba, Inorg. Chem. 1999, 38, 4877.

50.F. A. Cotton, E. V. Dikarev and M. A. Petrukhina, J. Organomet. Chem. 2000, 596, 130.

51.F. A. Cotton, E. V. Dikarev, M. A. Petrukhina and S.-E. Stiriba, Inorg. Chem. 2000, 39, 1748.

52.F. A. Cotton, E. V. Dikarev, M. A. Petrukhina and S.-E. Stiriba, Organometallics 2000, 19, 1402.

53.F. A. Cotton, E. V. Dikarev, M. A. Petrukhina and S.-E. Stiriba, Polyhedron 2000, 19, 1829.

54.F. A. Cotton, E. V. Dikarev and M. A. Petrukhina, Angew. Chem., Int. Ed. 2000, 39, 2362.

55.F. A. Cotton, E. V. Dikarev, M. A. Petrukhina and R. E. Taylor, J. Am. Chem. Soc. 2001, 123, 5831.

56.F. A. Cotton, E. V. Dikarev and M. A. Petrukhina, Angew. Chem., Int. Ed. 2001, 40, 1521.

Rhodium Compounds 569

Chifotides and Dunbar

57.F. A. Cotton, E. V. Dikarev and M. A. Petrukhina, J. Am. Chem. Soc. 2001, 123, 11655.

58.M. A. Petrukhina, K. W. Andreini, J. Mack and L. T. Scott, Angew. Chem., Int. Ed. 2003, 42, 3375.

59.M. A. Petrukhina, K. W. Andreini, L. Peng and L. T. Scott, Angew. Chem., Int. Ed. 2004, 43, 5477.

60.E. V. Dikarev, N. S. Goroff and M. A. Petrukhina, J. Organomet. Chem. 2003, 683, 337.

61.M. G. Bartlett, G. M. Haas, D. A. Bruce, S. M. Thomas, M. G. White, J. A. Bertrand and

K.L. Busch, Anal. Chim. Acta 1997, 346, 223.

62.J. W. Trexler, Jr., A. F. Scheiner and F. A. Cotton, Inorg. Chem. 1988, 27, 3265.

63.A.-M. Giroud-Godquin, J.-C. Marchon, D. Guillon and A. Skoulios, J. Phys. Chem. 1986, 90, 5502.

64.O. Poizat, D. P. Strommen, P. Maldivi, A.-M. Giroud-Godquin and J.-C. Marchon, Inorg. Chem. 1990, 29, 4851.

65.D. M. L. Goodgame, C. J. Page and D. J. Williams, Inorg. Chim. Acta 1988, 153, 219.

66.R. Najjar, W. de Oliveira, J. B. Carducci and M. Watanabe, Polyhedron 1989, 8, 1157.

67.T. M. Dyson, E. C. Morrison, D. A. Tocher, L. D. Dale and D. I. Edwards, Inorg. Chim. Acta 1990, 169, 127.

68.F. A. Cotton, L. M. Daniels, P. A. Kibala, M. Matusz, W. J. Roth, W. Schwotzer, W. Wang and

B.Zhong, Inorg. Chim. Acta 1994, 215, 9.

69.M. A. Castro, Z. D. Chaia, O. E. Piro, F. D. Cukiernik, E. E. Castellano and M. Rusjan, Acta Crystallogr. 2002, C58, 393.

70.J. Barberá, M. A. Esteruelas, A. M. Levelut, L. A. Oro and J. L. Serrano, Inorg. Chem. 1992, 31, 732.

71.D. P. Bancroft, F. A. Cotton and S. Han, Inorg. Chem. 1984, 23, 2408.

72.R. N. Shchelokov, A. G. Maiorova, G. N. Kuznetsova, I. F. Golovaneva and O. N. Evstaf’eva, Russ.

J.Inorg. Chem. 1980, 25, 1049.

73.A. Y. Ali-Mohamed and M. Fujita, Transition Met. Chem. 2003, 28, 361.

74.M. S. Nothenberg, A. R. de Souza and J. do R. Matos, Polyhedron 2000, 19, 1305.

75.F. A. Cotton, E. A. Hillard, C. Y. Liu, C. A. Murillo, W. Wang and X. Wang, Inorg. Chim. Acta 2002, 337, 233.

76.B. Kojic-Prodic, R. Marcec, B. Nigovic, Z. Raza and V. Sunjic, Tetrahedron: Asymmetry 1992, 3, 1.

77.Z. Rozwadowski, S. Malik, G. Tóth, T. Gáti and H. Duddeck, Dalton Trans. 2003, 375.

78.H. Duddeck, S. Malik, T. Gáti, G. Tóth and M. I. Choudhary, Magn. Reson. Chem. 2002, 40, 153.

79.S. Malik, S. Moeller, G. Tóth, T. Gáti, M. I. Choudhary and H. Duddeck, Magn. Reson. Chem. 2003, 41, 455.

80.J. Jazwinski, Z. Rozwadowski, D. Magiera and H. Duddeck, Magn. Reson. Chem. 2003, 41, 315.

81.D. Magiera, J. Omelanczuk, K. Dziuba, K. M. Pietrusiewicz and H. Duddeck, Organometallics 2003, 22, 2464.

82.K. Wypchlo and H. Duddeck, Tetrahedron: Asymmetry 1994, 5, 27.

83.D. Magiera, W. Baumann, I. S. Podkorytov, J. Omelanczuk and H. Duddeck, Eur. J. Inorg. Chem. 2002, 3253.

84.K. Wypchlo and H. Duddeck, Chirality 1997, 9, 601.

85.S. Rockitt, H. Duddeck and J. Omelanczuk, Chirality 2001, 13, 214.

86.D. Magiera, A. Szmigielska, K. M. Pietrusiewicz and H. Duddeck, Chirality 2004, 16, 57.

87.D. Magiera, S. Moeller, Z. Drzazga, Z. Pakulski, K. M. Pietrusiewicz and H. Duddeck, Chirality 2003, 15, 391.

88.C. Meyer and H. Duddeck, Magn. Reson. Chem. 2000, 38, 29.

89.T. Gáti, A. Simon, G. Tóth, A. Szmigielska, A. M. Maj, K. M. Pietrusiewicz, S. Moeller, D. Magiera and H. Duddeck, Eur. J. Inorg. Chem. 2004, 2160.

90.T. Gáti, A. Simon, G. Tóth, D. Magiera, S. Moeller and H. Duddeck, Magn. Reson. Chem. 2004, 42, 600.

91.R. Najjar, F. S. dos Santos and W. Seidel, An. Acad. Brasil. Cienc. 1987, 59, 13.

570Multiple Bonds Between Metal Atoms Chapter 12

92.J. Seitz and G. Maas, Chem. Commun. 2002, 338.

93.M. A. Golubnichaya, I. B. Baranovskii, G. Ya. Mazo and R. N. Shchelokov, Russ. J. Inorg. Chem. 1981, 26, 1534.

94.A. M. Dennis, R. A. Howard, J. L. Bear, J. D. Korp and I. Bernal, Inorg. Chim. Acta 1979, 37, L561.

95.J. D. Korp, I. Bernal and J. L. Bear, Inorg. Chim. Acta 1981, 51, 1.

96.A. E. Bukanova, T. P. Sidorova, L. K. Shubochkin, Ya. V. Salyn’ and N. A. Ezerskaya, Russ. J. Inorg. Chem. 1985, 30, 849.

97.P. R. Bontcev, M. Miteva, E. Zhecheva, D. Mechandjiev, G. Pneumatikakis and C. Angelopoulos,

Inorg. Chim. Acta 1988, 152, 107.

98.M. Koralewicz, F. P. Pruchnik, A. Szymaszek, K. Wadja-Hermanowicz and K. Wrona-Grzegorek,

Transition Met. Chem. 1998, 23, 523.

99.H. M. L. Davies, P. R. Bruzinski, D. H. Lake, N. Kong and M. J. Fall, J. Am. Chem. Soc. 1996, 118, 6897.

100.H. M. L. Davies and N. Kong, Tetrahedron Lett. 1997, 38, 4203.

101.H. M. L. Davies and S. A. Panaro, Tetrahedron Lett. 1999, 40, 5287.

102.R. N. Shchelokov, A. G. Maiorova, S. S. Abdullaev, O. N. Evstafeva, I. F. Golovaneva and

G.N. Emel’yanova, Russ. J. Inorg. Chem. 1981, 26, 1774.

103.I. F. Golovaneva, S. S. Abdullaev and R. N. Shchelokov, Russ. J. Inorg. Chem. 1982, 27, 1468.

104.A. P. Klyagina, I. F. Golovaneva and A. A. Levin, Russ. J. Inorg. Chem. 1990, 35, 1138.

105.F. Pruchnik, B. R. James and P. Kvintovics, Can. J. Chem. 1986, 64, 936.

106.P. A. Agaskar, F. A. Cotton, L. R. Falvello and S. Han, J. Am. Chem. Soc. 1986, 108, 1214.

107.S. Rockitt, R. Wartchow, H. Duddeck, A. Drabczynska and K. Kiec-Kononowicz, Z. Naturforsch. 2001, 56B, 319.

108.D. C. Wynne, M. M. Olmstead and P. G. Jessop, J. Am. Chem. Soc. 2000, 122, 7638.

109.D. F. Taber, R. P. Meagley, J. P. Louey and A. L. Rheingold, Inorg. Chim. Acta 1995, 239, 25.

110.J. F. Gallagher, G. Ferguson and A. J. McAlees, Acta Crystallogr. 1997, C53, 576.

111.R. P. Bonar-Law, T. D. McGrath, N. Singh, J. F. Bickley and A. Steiner, Chem. Commun. 1999, 2457.

112.R. P. Bonar-Law, T. D. McGrath, N. Singh, J. F. Bickley, C. Femoni and A. Steiner, J. Chem. Soc., Dalton Trans. 2000, 4343.

113.R. P. Bonar-Law, J. F. Bickley, C. Femoni and A. Steiner, J. Chem. Soc., Dalton Trans. 2000, 4244.

114.J. F. Bickley, R. P. Bonar-Law, C. Femoni, E. J. MacLean, A. Steiner and S. J. Teat, J. Chem. Soc., Dalton Trans. 2000, 4025.

115.R. P. Bonar-Law, T. D. McGrath, J. F. Bickley, C. Femoni and A. Steiner, Inorg. Chem. Commun.

2001, 16.

116.J. F. Bickley, R. P. Bonar-Law, T. D. McGrath, N. Singh and A. Steiner, New J. Chem. 2004, 28, 425.

117.L. M. Dikareva, G. G. Sadikov, M. A. Porai-Koshits, M. A. Golubnichaya, I. B. Baranovskii and

R.N. Shchelokov, Russ. J. Inorg. Chem. 1977, 22, 1093.

118.L. M. Dikareva, M. A. Porai-Koshits, G. G. Sadikov, I. B. Baranovskii, M. A. Golubnichaya and

R.N. Shchelokov, Russ. J. Inorg. Chem. 1978, 23, 578.

119.I. B. Baronovskii, M. A. Golubnichaya, G. Ya. Mazo, V. I. Nefedov, Ya. V. Salyn' and R. N. Shchelokov,

Russ. J. Inorg. Chem. 1976, 21, 591.

120.I. B. Baronovskii, M. A. Golubnichaya, G. Ya. Mazo and R. N. Shchelokov, Russ. J. Inorg. Chem. 1975, 20, 475.

121.R. H. Clark, D. J. West and R. Withnall, Inorg. Chem. 1992, 31, 456.

122.I. B. Baronovskii, M. A. Golubnichaya, G. Ya. Mazo and R. N. Shchelokov, Sov. J. Coord. Chem. 1975, 1, 1299.

123.I. B. Baranovskii, M. A. Golubnichaya, G. Ya. Mazo, V. I. Nefedov, Ya. N. Salyn’ and R. N. Shchelokov,

Sov. J. Coord. Chem. 1977, 3, 576.

124.N. Mehmet and D. A. Tocher, Inorg. Chim. Acta 1991, 188, 71.

Rhodium Compounds 571

Chifotides and Dunbar

125.E. C. Morrison and D. A. Tocher, Inorg. Chim. Acta 1989, 156, 99.

126.V. I. Nefedov, Ya. V. Salyn’, A. G. Maiorova, L. A. Nazarova and I. B. Baranovskii, Russ. J. Inorg. Chem. 1974, 19, 736.

127.A. G. Maiorova, L. A. Nazarova and G. N. Emel'yanova, Russ. J. Inorg. Chem. 1973, 18, 986.

128.A. G. Maiorova, L. A. Nazarova and G. N. Emel'yanova, Russ. J. Inorg. Chem. 1973, 18, 989.

129.L. S. Volkova, V. M. Volkov and S. S. Chernikov, Russ. J. Inorg. Chem. 1971, 16, 1383.

130.J. Kitchens and J.L. Bear, J. Inorg. Nucl. Chem. 1969, 31, 2415.

131.L. Dubicki and R. L. Martin, Inorg. Chem. 1970, 9, 673.

132.L. A. Nazarova, I. I. Chernyaev and A. S. Morozova, Russ. J. Inorg. Chem. 1965, 10, 291.

133.L. A. Nazarova, I. I. Chernyaev and A. S. Morozova, Russ. J. Inorg. Chem. 1966, 11, 1387.

134.Y. B. Koh and G. G. Christoph, Inorg. Chem. 1979, 18, 1122.

135.M. Handa, M. Watanabe, D. Yoshioka, S. Kawabata, R. Nukada, M. Mikuriya, H. Azuma and

K.Kasuga, Bull. Chem. Soc. Jpn. 1999, 72, 2681.

136.R. S. Drago, S. P. Tanner, R. M. Richman and J. R. Long, J. Am. Chem. Soc. 1979, 101, 2897.

137.R. S. Drago, J. R. Long and R. Cosmano, Inorg. Chem. 1981, 20, 2920.

138.Y.-B. Koh and G. G. Christoph, Inorg. Chem. 1978, 17, 2590.

139.T.A. Mal’kova and V. N. Shafranskii, J. Gen. Chem. USSR 1975, 45, 618.

140.K. Das, E. L. Simmons and J. L. Bear, Inorg. Chem. 1977, 16, 1268.

141.A. M. Dennis, R. A. Howard and J. L. Bear, Inorg. Chim. Acta 1982, 66, L31.

142.J. Telser and R. S. Drago, Inorg. Chem. 1984, 23, 2599.

143.F. A. Cotton and T. R. Felthouse, Acta Crystallogr. 1984, C40, 42.

144.F. A. Cotton and J. Czuchajowska-Wiesinger, Gazz. Chim. Ital. 1992, 122, 321.

145.H. Kitamura, T. Ozawa, K. Jitsukawa, H. Masuda, Y. Aoyama and H. Einaga, Inorg. Chem. 2000, 39, 3294.

146.K. Aoki, M. Inaba, S. Teratani, H. Yamazaki and Y. Miyashita, Inorg. Chem. 1994, 33, 3018.

147.C. A. Crawford, E. F. Day, W. E. Streib, J. C. Huffman and G. Christou, Polyhedron 1994, 13, 2933.

148.H. Kitamura, T. Ozawa, K. Jitsukawa, H. Masuda and H. Einaga, Chem. Lett. 1999, 1225.

149.Y. Kim, S.-J. Kim and A. J. Lough, Polyhedron 2001, 20, 3073.

150.J. E. Fiscus, S. Shotwell, R. C. Layland, M. D. Smith, H.-C. zur Loye and U. H. F. Bunz, Chem. Commun. 2001, 2674.

151.S. Hashimoto, N. Watanabe, T. Sato, M. Shiro and S. Ikegami, Tetrahedron Lett. 1993, 34, 5109.

152.G.-P. Li and Y.-Z. Sun, Acta Chim. Sinica 1981, 39, 945.

153.J. Jazwinski and H. Duddeck, Magn. Reson. Chem. 2003, 41, 921.

154.D. M. L. Goodgame, C. A. O’ Mahoney, C. J. Page and D. J. Williams, Inorg. Chim. Acta 1990, 175, 141.

155.F. A. Cotton and T. R. Felthouse, Inorg. Chem. 1981, 20, 600.

156.N. B. Behrens, G. M. Carrera, D. M. L. Goodgame, A. S. Lawrence and D. J. Williams, Inorg. Chim. Acta 1985, 102, 173.

157.N. Farrell and M. P. Hacker, Inorg. Chim. Acta 1989, 166, 35.

158.T. A. Mal’kova and V. N. Shafranskii, Russ. J. Inorg. Chem. 1975, 20, 735.

159.I. L. Eremenko, M. A. Golubnichaya, S. E. Nefedov, I. B. Baranovskii, I. A. Ol’shnitskaya,

O.G. Ellert, V. M. Novotortsev, L. T. Eremenko and D. A. Nesterenko, Russ. J. Inorg. Chem. 1996, 41, 1924.

160.W. Zhou, X. Wang, X. Liu, G. Le and A. Cui, Beijing Daxue Xuebao, Ziran Kexueban 1992, 28, 646.

161.W.-M. Xue, F. E. Kühn, E. Herdtweck and Q. Li, Eur. J. Inorg. Chem. 2001, 213.

162.W.-M. Xue and F. E. Kühn, Eur. J. Inorg. Chem. 2001, 2041.

163.K. Aoki and H. Yamazaki, Acta Crystallogr. 1989, C45, 730.

164.M. A. Zoroddu, L. Naldini, F. Demartin and N. Masciocchi, Inorg. Chim. Acta 1987, 128, 179.

165.K. Aoki and H. Yamazaki, J. Am. Chem. Soc. 1984, 106, 3691.

166.L. A. Nazarova and A. G. Maiorova, Russ. J. Inorg. Chem. 1976, 21, 583.

572Multiple Bonds Between Metal Atoms Chapter 12

167.T. A. Veteva and V. N. Shafranskii, J. Gen. Chem. USSR 1979, 49, 428.

168.R. D. Sinisterra and R. Najjar, Spectrosc. Lett. 1993, 26, 245.

169.N. Farrell, M. D. Vargas and Y. A. Mascarenhas and M. T. do P. Gambardella, Inorg. Chem. 1987, 26, 1426.

170.F. Nicolò, G. Bruno, S. Lo Schiavo, M. S. Sinicropi and P. Piraino, Inorg. Chim. Acta 1994, 223, 145.

171.J. F. Berry, F. A. Cotton, C. Lin and C. A. Murillo, J. Cluster Sci. 2004, 15, 531.

172.A. J. Holder, M. Schröder and T. A. Stephenson, Polyhedron 1987, 6, 461.

173.D. M. L.Goodgame, A. S. Lawrence, A. M. Z. Slawin, D. J. Williams and I. J. Stratford, Inorg. Chim. Acta 1986, 125, 143.

174.J. Chen and N. M. Kostic, Inorg. Chem. 1988, 27, 2682.

175.K. Das and J. L. Bear, Inorg. Chem. 1976, 15, 2093.

176.M. S. Nothenberg, G. K. F. Takeda and R. Najjar, J. Inorg. Biochem. 1991, 42, 217.

177.M. S. Nothenberg, S. B. Zyngier, A. M. Giesbrecht, M. T. P. Gambardella, R. H. A. Santos, E. Kimura and R. Najjar, J. Braz. Chem. Soc. 1994, 5, 23.

178.J. K. Bera, J. Bacsa, B. W. Smucker and K. R. Dunbar, Eur. J. Inorg. Chem. 2004, 368.

179.J. K. Bera, T. T. Vo, R. A. Walton and K. R. Dunbar, Polyhedron 2003, 22, 3009.

180.T. A. Mal'kova and V. N. Shafranskii, Russ. J. Inorg. Chem. 1974, 19, 1366.

181.L. Rainen, R. A. Howard, A. P. Kimball and J. L. Bear, Inorg. Chem. 1975, 14, 2752.

182.G. Pneumatikakis and N. Hadjiliadis, J. Chem. Soc., Dalton Trans. 1979, 596.

183.M. A. Zoroddu, G. Manca and S. Mosca, Transition Met. Chem. 1991, 16, 301.

184.J. R. Rubin, T. P. Haromy and M. Sundaralingam, Acta Crystallogr. 1991, C47, 1712.

185.K. Aoki and H. Yamazaki, J. Chem. Soc., Chem. Commun. 1980, 186.

186.N. Alberding, N. Farrell and E. D. Crozier, J. Am. Chem. Soc. 1985, 107, 384.

187.N. Alberding, N. Farrell and E. D. Crozier, EXAFS and Near Edge Structure III; Proceedings of an International Conference, K. O. Hodgson, B. Hedman and J. E. Penner, Eds., Berlin, New York: Springer-Verlag, 1984, vol. 2, 151.

188.H. T. Chifotides, K. R. Dunbar, J. H. Matonic and N. Katsaros, Inorg. Chem. 1992, 31, 4628.

189.H. T. Chifotides, N. Katsaros and G. Pneumatikakis, Can. J. Appl. Spectrosc. 1994, 39, 81.

190.N. Farrell, J. Inorg. Biochem. 1981, 14, 261.

191.D. Waysbort, E. Tarien and G. L. Eichhorn, Inorg. Chem. 1993, 32, 4774.

192.J. R. Rubin and M. Sundaralingam, J. Biom. Struct. Dyn. 1984, 2, 525.

193.K. Aoki and H. Yamazaki, J. Am. Chem. Soc. 1985, 107, 6242.

194.N. Kostic, Comments Inorg. Chem. 1988, 8, 137.

195.F. A. Cotton and J. L. Thompson, Acta Crystallogr. 1981, B37, 2235.

196.F. A. Cotton and Y. Kim, Eur. J. Solid State Inorg. Chem. 1994, 31, 525.

197.Z. Yang, H. Oki, M. Ebihara and T. Kawamura, J. Chem. Soc., Dalton Trans. 1998, 2277.

198.T. Niu, J. Lu, G. Crisci and A. J. Jacobson, Polyhedron 1998, 17, 4079.

199.T. Janecki, S. Shi, P. Kaszynski and J. Michl, Collect. Czech. Chem. Commun. 1993, 58, 89.

200.F. A. Cotton and Y. Kim, J. Am. Chem. Soc. 1993, 115, 8511.

201.H. Miyasaka, C. S. Campos-Fernández, R. Clérac and K. R. Dunbar, Angew. Chem., Int. Ed. 2000, 39, 3831.

202.F. A. Cotton, Y. Kim and J. Lu, Inorg. Chim. Acta 1994, 221, 1.

203.H. Miyasaka, C. S. Campos-Fernández, J. R. Galán-Mascarós and K. R. Dunbar, Inorg. Chem. 2000, 39, 5870.

204.C. J. Siemer, M. J. VanStipdonk, P. K. Kahol and D. M. Eichhorn, Polyhedron 2004, 23, 235.

205.F. P. Pruchnik, F. Robert, Y. Jeannin and S. Jeannin, Inorg. Chem. 1996, 35, 4261.

206.T. Yoshimura, K. Umakoshi and Y. Sasaki, Inorg. Chem. 2003, 42, 7106.

207.S. Takamizawa, T. Hiroki, E. Nakata, K. Mochizuki and W. Mori, Chem. Lett. 2002, 1208.

208.S. Takamizawa, E. Nakata, H. Yokoyama, K. Mochizuki and W. Mori, Angew. Chem., Int. Ed. 2003, 42, 4331.

209.B. Viossat, N. -H. Dung, J. C. Daran and J. C. Lancelot, Acta Crystallogr. 1993, C49, 2084.

Rhodium Compounds 573

Chifotides and Dunbar

210.L. S. Hegedus, M. J. Sundermann and P. K. Dorhout, Inorg. Chem. 2003, 42, 4346.

211.P. Lemoine, A. Tomas, B. Viossat, Y. Mettey and J. M. Vierfond, Acta Crystallogr. 1995, C51, 377.

212.P. B. Viossat, N.-H. Dung, F. Robert, J. C. Lancelot and M. Robba, Acta Crystallogr. 1991, C47, 2550.

213.M. Selkti, A. Thomas, B. Viossat, G. Baziard-Mouysset and T. Prangé, Z. Kristallogr.-New Cryst. Struct. 1997, 212, 337.

214.Yu. N. Kukushkin, S. A. Simanova, V. K. Krylov, S. I. Bakhireva and I. A. Belen’kaya, Russ. J. Gen. Chem. 1976, 46, 885.

215.T. K. Martynova, V. A. Neverov, V. N. Byushkin, V. N. Shafranskii and T. A. Malkova, Koord. Khim. 1985, 11, 132.

216.E. M. Trishkina, M. A. Golubnichaya and I. B. Baranovskii, Russ. J. Inorg. Chem. 1990, 36, 687.

217.Y.-Koh, Ph.D. Thesis, The Ohio State University, 1979.

218.S. A. Hilderbrand, M. H. Lim and S. J. Lippard, J. Am. Chem. Soc. 2004, 126, 4972.

219.A. Cogne, A. Grand, P. Rey and R. Subra, J. Am. Chem. Soc. 1989, 111, 3230.

220.V. N. Shafranskii, T. A. Mal’kova and Yu. Ya. Kharitonov, J. Struct. Chem. 1975, 16, 195.

221.V. N. Shafranskii, T. A. Mal’kova and Yu. Ya. Kharitonov, Sov. J. Coord. Chem. 1975, 1, 297.

222.M. A. Porai-Koshits and A. S. Antsyshkina, Dokl. Chem. Proc. Acad. Sciences USSR, Chem. Sect. 1962,

146, 902.

223.F. A. Cotton, B. G. DeBoer, M. D. LaPrade, J. R. Pipal and D. A. Ucko, Acta Crystallogr. 1971, B27, 1664.

224.F. A. Cotton, B. G. DeBoer, M. D. LaPrade, J. R. Pipal and D. A. Ucko, J. Am. Chem. Soc. 1970, 92, 2926.

225.T. A. Mal’kova and V. N. Shafranskii, J. Gen. Chem. USSR 1977, 47, 2365.

226.F. A. Cotton and T. R. Felthouse, Inorg. Chem. 1980, 19, 323.

227.F. A. Cotton and T. R. Felthouse, Inorg. Chem. 1980, 19, 2347.

228.F. A. Cotton and T. R. Felthouse, Inorg. Chem. 1982, 21, 431.

229.A. S. Antsyshkina, M. A. Mitryakina, E. N. Yurchenko and L. S. Gracheva, Russ. J. Inorg. Chem. 1991, 36, 975.

230.V. Noinville, B. Viossat and N.-H. Dung, Acta Crystallogr. 1993, C49, 1297.

231.P. G. Jessop, M. M. Olmstead, C. D. Ablan, M. Grabenauer, D. Sheppard, C. A. Eckert and C. L. Liotta, Inorg. Chem. 2002, 41, 3463.

232.M. A. Porai-Koshits, L.M. Dikareva, G. G. Sadikov and I. B. Baranovskii, Russ. J. Inorg. Chem. 1979, 24, 716.

233.Q.-H. Zhao, W.-M. Bu, D.-Z. Liao, Z.-H. Jiang and S.-P. Yan, Polish J. Chem. 2000, 74, 285.

234.M. Moszner, T. Glowiak and J. J. Ziólkowski, Polyhedron 1985, 4, 1413.

235.F. P. Pruchnik, A. Jutarska, Z. Ciunik and M. Pruchnik, Inorg. Chim. Acta 2003, 350, 609.

236.V. N. Shafranskii and T. A. Mal’kova, J. Gen. Chem. USSR 1975, 45, 1051.

237.F. A. Cotton and T. R. Felthouse, Inorg. Chem. 1981, 20, 2703.

238.E. V. Dikarev, M. A. Petrukhina, X. Li and E. Block, Inorg. Chem. 2003, 42, 1966.

239.M. H. Chisholm, K. Folting, K. G. Moodley, J. E. Wesemann, Polyhedron 1996, 15, 1903.

240.X. Wei, M. H. Dickman and M. T. Pope, Acta Crystallogr. 1998, C54, 351.

241.J. Frelek, J. Jagodzinski, H. Meyer-Figge, W. S. Sheldrick, E. Wieteska and W. J. Szczepek, Chirality 2001, 13, 313.

242.M. Handa, M. Mikuriya, Y. Sato, T. Kotera, R. Nukada, D. Yoshioka and K. Kasuga, Bull. Chem. Soc. Jpn. 1996, 69, 3483.

243.T.-Y. Dong, D. N. Hendrickson, T. R. Felthouse and H.-S. Shieh, J. Am. Chem. Soc. 1984, 106, 5373.

244.T. R. Felthouse, T.-Y. Dong, D. N. Hendrickson, H.-S. Shieh and M. R. Thompson, J. Am. Chem. Soc. 1986, 108, 8201.

245.A. Cogne, A. Grand, P. Rey and R. Subra, J. Am. Chem. Soc. 1987, 109, 7927.

246.C. Bilgrien, R. S. Drago, J. R. Stahlbush and T. C. Kuechler, Inorg. Chem. 1985, 24, 4268.

247.F. A. Cotton and T. R. Felthouse, Inorg. Chem. 1982, 21, 2667.

574Multiple Bonds Between Metal Atoms Chapter 12

248.C. J. Simmons, A. Clearfield and Y. Sun, Inorg. Chim. Acta 1986, 121, L3.

249.N. N. Sveshnikov, M. H. Dickman and M. T. Pope, Acta Crystallogr. 2000, C56, 1193.

250.R. J. H. Clark, A. J. Hempleman, H. M. Dawes, M. B. Hursthouse and C. D. Flint, J. Chem. Soc., Dalton Tran. 1985, 1775.

251.R. J. H. Clark and A. J. Hempleman, J. Mol. Struct. 1989, 197, 105.

252.G. G. Christoph and M. Tolbert, ACA, Ser. 2 1980, 7, 39.

253.G. Pneumatikakis and P. Psaroulis, Inorg. Chim. Acta 1980, 46, 97.

254.G. Matsubayashi, K. Yokoyama and T. Tanaka, J. Chem. Soc., Dalton Trans. 1988, 3059.

255.G. Faraglia, R. Graziani, L. Volponi and U. Casellato, Inorg. Chim. Acta 1988, 148, 159.

256.T. A. Mal’kova and V. N. Shafranskii, Zhur. Fiz. Khim. 1975, 49, 2805.

257.S. Ahmad, A. A. Isab and S. Ahmad, J. Coord. Chem. 2003, 56, 1587.

258.G. Faraglia, L. Volponi and S. Sitran, Thermochim. Acta 1988, 132, 217.

259.V. Kh. Kravtsov, Yu. A. Simonov, J. Lipkowski, O. A. Bologa, N. V. Gérbéléu and V. I. Lozan, Cryst. Rep. 2002, 47, 80.

260.T. A. Mal’kova, V. N. Shafranskii and Yu. Ya. Kharitonov, Sov. J. Coord. Chem. 1977, 3, 1371.

261.G. G. Christoph and Y.-B. Koh, J. Am. Chem. Soc. 1979, 101, 1422.

262.R. B. King, A. D. King, Jr. and M. Z. Iqbal, J. Am. Chem. Soc. 1979, 101, 4893.

263.C. Bilgrien, R. S. Drago, G. C. Vogel and J. Stahlbush, Inorg. Chem. 1986, 25, 2864.

264.V. N. Shafranskii and T. A. Mal’kova, J. Gen. Chem. USSR 1976, 46, 1181.

265.G. S. Girolami and R. A. Andersen, Inorg. Chem. 1981, 20, 2040.

266.C. T. Eagle, D. G. Farrar, C. U. Pfaff, J. A. Davies, C. Kluwe and L. Miller, Organometallics 1998, 17, 4523.

267.F. Mikes, V. Schurig and E. Gil-Av, J. Chromatogr. 1973, 83, 91.

268.V. Schurig, Chem. -Ztg. 1977, 101, 173.

269.V. Schurig, Inorg. Chem. 1986, 25, 945.

270.M. Gerards and G. Snatzke, Tetrahedron: Asymmetry 1990, 1, 221.

271.M. P. Doyle, M. R. Colsman and M. S. Chinn, Inorg. Chem. 1984, 23, 3684.

272.M. P. Doyle, S. N. Mahapatro, A. C. Caughey, M. S. Chinn, M. R. Colsman, N. K. Harn and A. E. Redwine, Inorg. Chem. 1987, 26, 3070.

273.V. Schurig, J. L. Bear and A. Zlatkis, Chromatographia 1972, 5, 301.

274.F. A. Cotton, L. R. Falvello, M. Gerards and G. Snatzke, J. Am. Chem. Soc. 1990, 112, 8979.

275.M. Handa, A. Takata, T. Nakao, K. Kasuga, M. Mikuriya and T. Kotera, Chem. Lett. 1992, 2085.

276.M. Handa, T. Nakao, M. Mikuriya, T. Kotera, R. Nukada and K. Kasuga, Inorg. Chem. 1998, 37, 149.

277.J. P. Snyder, A. Padwa, T. Stengel, A. J. Arduengo III, A. Jockisch and H.-J. Kim, J. Am. Chem. Soc. 2001, 123, 11318.

278.G. G. Christoph, J. Halpern, G. P. Khare, Y. B. Koh and C. Romanowski, Inorg. Chem. 1981, 20, 3029.

279.G. G. Cristoph and D. J. Kountz, ACA, Ser. 2 1982, 10, 23.

280.C. J. Alarcón, P. Lahuerta, E. Peris, M. A. Ubeda, A. Aguirre, S. García-Granda and F. Gómez-Beltrán,

Inorg. Chim. Acta 1997, 254, 177.

281.E. E. Nifantyev, A. T. Teleshev, L. F. Popova and V. A. Polyakov, Phosphorus, Sulfur and Silicon 1995, 103, 253.

282.A. B. Kudryavtsev, A. T. Teleshev, V. A. Polyakov, A. V. Shishin and W. Linert, Inorg. Chim. Acta 1998, 267, 293.

283.G. Zhang, J. Zhao, G. Raudaschl-Sieber, E. Herdtweck and F. E. Kühn, Polyhedron 2002, 21, 1737.

284.F. A. Cotton, T. R. Felthouse and S. Klein, Inorg. Chem. 1981, 20, 3037.

285.T. Kawamura, M. Maeda, M. Miyamoto, H. Usami, K. Imaeda and M. Ebihara, J. Am. Chem. Soc. 1998, 120, 8136.

286.E. B. Boyar and S. D. Robinson, Inorg. Chim. Acta 1982, 64, L193.

287.E. B. Boyar and S. D. Robinson, J. Chem. Soc., Dalton Trans. 1985, 629.