Astruc D. - Modern arene chemistry (2002)(en)

phenylene 17 p-phenylene 576 [n]phenylene 185

1,3-phenylene diamine 142 p-phenylene diamine 144 phenylene spacer 582 p-phenylene unit 100

phenyliodine(III) bis(trifluoroacetate) (PIFA) 480 phenyliodine(III) diacetate (PIDA) 480 phenyliodonium(III) bis(trifluoroacetate) (PIFA)

551
phosphabenzene	265
phosphaphenanthrene		265
phosphine 108
phosphine oxide	128
phosphino ether ligand		121, 143
phosphorus heterocycle		17
photoactivated quinone		462
photoactive metal complex			591
photocatalytic system		529
photochemical irradiation			382
photochemical process		465

photochemical ring-opening						568
photocyclization			60, 280
photoelectron spectra					438
photoexcitation			441, 460
photoisomerization				561
photolytic arene exchange						401
photosensitizer			589
photovoltaic cell			225
phthalocyanin		10
piperazine	116, 119, 140, 381
piperazines	137
piperidine	128, 140, 382
Plant Polyphenols				570
plastic laser	225
pleiadannulene			9
poisonous snakebite				57
polarized structure				447
polyacetylene		209
poly(acrylic acid) (PAA)					526
polyallyl dendrimer				421
polyamine	146
polyaniline	107, 141, 144
polyaromatic hydrocarbon						17
polyaromatic system				99
polyaryl 345
poly(aryleneethynylene)					231
polybranching reaction					413
polybromobenzene				119
polycationic dendrimer					417
polycondensation			226
polycyclic arene			282
polycyclic aromatic alkaloid						70

Index 613

polycyclic aromatic hydrocarbon 20

polycyclic benzenoid arene 253
polycyclic benzenoid	60
polycyclic hydrocarbon	177
polycyclic system 310

poly(dialkylparaphenyleneethynylene) 217

polyene	53
polyether	576, 581
polyferrocenium dendrimer				426
polyfunctionalized aromatic				250
polyhedral borane		17
polyimide	99
poly(iminoarene)s		143
poly(m-aniline) 142
polymer catalyst		99
polymer chemistry			53, 99, 188
polymer science		219
polymer-bound isocyanide				382
polymeric arylamine			141

polymerization 148, 210, 216 polymer-supported hypervalent iodine reagent

515

polymer 92, 212, 427

poly(paraphenyleneethynylene)s 219 polyphenolic tannin 545 poly(phenylene) 178

polypyridine 410 polyquinane 554 polyradical 141 polysilicon wire 579 polystyrene-based resin 84

polysubstituted aromatics 332

polysubstituted benzene			364
polythiophene		238
porphycen	10, 18
porphyrin	10, 18, 66
potassium ferricyanide			480
PPV 244
primary amine		128

prochiral aromatic molecule 324

prodigiosin alkaloid				65
prodigiosine		67
propargyl ether			265
propynylated aromatic					221
prostaglandin		11, 67
protected hydrazines				132
protein kinase inhibitor					352
protoilludane		559
proton reservoir			403
pseudoephedrine			380
pseudorotaxane			582
[2]pseudorotaxane 595
PtBu3	95
P(tBu)3	124

614Index purine 76

pyrazolyl ring			324
pyridine	116, 211, 342, 337, 468
pyridyl halide			126
pyridyl triflate			118
pyridylphenol			70
pyrimidine		492
pyrogallol		546
pyrone	61
pyrrole	66, 89, 133, 337, 339, 556
pyrroleboronic acid 66
pyrrolidine		378, 381, 382, 531
pyrrolidinone			91
pyrrolylcarbene			283

q

quadrant analysis		324
quadratic coupling		241
quantum mechanical methods 50
Quideau	15
quinine	12
p-quinodimethane		188
quinoline	337, 343
quinone	273
quinone acceptor		462
o-quinone methide complex 318, 323
quinonoid 542

r

radialene 205, 208, 216
radical addition	533
radical process	431
radical scavenger	59

radical-scavenging activity 546

raloxifene 137
Raman scattering		212
recognition mode		581
recognition site		575, 587
recycling of the catalyst			82
redox potential	472
redox process	582
redox properties		99
redox sensors	426
redox-active dendrimer			417

redox-stable metallocene dendrimer 430

reductant	426, 428
reductive cyclization			60
reductive elimination			54, 97, 109, 152
remote metalation		332
Reppe 170
resin-bound palladium catalyst 83
resin-bound thiourea			83
resonance energy		6
resorcarene	11

retro-Diels–Alder reaction					39, 573
retro-Mannich 341
rhodium-catalyzed hydroformylation						90
rhombic distortion				403, 428
rigid rod	229
rigid-rod polymer			99
ring current		17
ring folding		452
ring-closing metathesis 66
ring-closure		311
Robin–Day classification					461
Robustaflavone			57
rod-like hydrocarbon				177
Rose 15, 368
rotamer	241
[n]rotane	208
[2]rotaxane		583
ruthenium complex				449, 452
ruthenium tetrakis(trifluoroacetate)						520
ruthenium-based photocatalyst 527

s

sacrificial reductant		589
salicylaldehyde 12
salt e ect	462
sandwich complex		44, 428
sanguinine	491

scanning tunneling spectroscopy 579

Schi -base anion				386
schizandrin			520, 523
(þ)-schizandrin 522
Schrock		218, 248
Schro¨dinger			5
scorpionate ligand				324
Scott	14, 20
scyphostatin			544, 551, 566
secondary amine				115
selenium		550
self-assembled monolayer					235
self-assembly			576
self-association 458
self-exchange rate				464
Semmelhack			13
sensor	146, 225, 435
septacidin		138
septicine		502
sesquiterpene			38, 544
seven-membered ring 562
shuttling process				584
Siegel	9
sigmatropic rearrangement					540
signal processing				198
silaketal		484
silicon	367

Index 615

silver trifluoromethanesulfonate								306	steganol 519
silyl ether		488							steganone		519
silylacetylene				268					stereogenic spirocenter						286
single electron transfer (SET) 483									sterically hindered alkyl monophosphines									160
single-electron oxidation							427		steroid	13, 251, 288, 321
single-electron reductant							420		Stille 344
single-electron reduction							403		Stille reaction			87
single-point energy calculation								29	Stoddart		15
Slater	5								strained arene				252
smectic liquid-crystalline state								235	strong reductant					403
smectic phase				231					styrene	170
Smiles reaction				379					N-substituted aniline complex 318
SNAr	372								substituted arene					251
Snieckus		15, 330							substituted naphthalene							347
SNR1 Mechanism					363				successor complex					469
sodium channel blocker							375		succinimide			311
sodium periodate					551				sugar	259, 286
sol-gel methodology						263			sulfonamide			337, 364
sol-gel silica			589						sulfone	485
solid support				346					sulfonylurea herbicide						338
solid-phase amination						119			sulfoxide		484
solid-phase chemistry						382			sulfoximine			129, 132
solid-phase synthesis						84, 381, 492			sulfur trioxide				469
solid-state ordering 244									superoxide		404
solid-state reaction					98, 497				supramolecular chemistry								431
solid-supported aryl halide 119									supramolecular machine							589
solvation		444							Suzuki	14, 344
solvatochromicity					247				Suzuki reaction				53
solvent cage			468						Swenton oxidation					547
solvent e ect				527
solvent polarity				462					t
solvent reorganization						440			tandem addition					303
solvent-caged radical pair							465		tandem electrophilic/nucleophilic addition									325
Sondheimer			189						tannin	480, 518
Sonogashira			196						Taube	3, 15
Sonogashira coupling						360			T-cell proliferation					67
sorbicillin		563							TCNE	444, 459
sorbicillinol			544						TCNQ	459
sparteine		525							tele-meta SNAr				394
Speir’s reagent				409					tellimagrandin II					518
spherical aromaticity						17			template-directed synthesis								576, 583
sphingomyerinase					544				terminal alkyne				260
spicamycin			138						terpene	259
spin-coating			244						terpenoid		566
spiroannelated cyclopentadiene								37	terprenin		56
spiroconjugation					38				tetraazacyclophane					146
spirocyclization				551					tetracyclone			189
spirodienone			520						tetraethynylethene					196
spiroepoxide			551						tetrahydropyrroloquinoline								137
stabilized carbanion						383, 406			tetralin	174, 310, 314, 390
p-p stacking interaction							582, 589		a-tetralone		28, 30
stannylacetylene					268				tetramethylnaphthalene							459
stealthins A and B					59				2,2,6,6-tetramethyl-1-piperidinyloxy- (TEMPO-)
stegane precursor					510				509

616Index

tetranitromethane 472 tetraphenylmethane 102 tetrathiafulvalene (TTF) 576 thallation 470

thallium reagent 480

thallium triacetate					549
thallium trinitrate					549
theory of resonance					5
thermal phase behavior 99
thermocyclization					174
thiaazepine			360
Thiele	4, 32, 37
thin film		242
thin-film formation					239
thin-film transistor					225
thiocarbamate				347
thiocarbene			259
thiol	405
thiolate		377, 406
thiophene			4, 60, 118, 184, 199, 222, 337, 556
thiophenol			349
thioxanthone				358, 366

third-order nonlinear optical properties 212

threaded complex				580
time-resolved fluorescence						240
tocopherol		545
tolane	281
toluene	301, 413
toluene cation radical					455
topological change				581
torsional coupling				241
Tp ligand		323
TPPTS ligand			82
transfer hydrogenation					148
transfer of chiral information							518
p ! s transition				451
transition metal catalyst 53
translational isomers					586
translocation			357
transmetalation 54, 64, 97
trialkoxyarene			491
triarylamine			107, 145
triarylamine polymer					143
triazene	178
triazine	117
tributyltin cation				466
tricarbonylchromium tripod						374
trifluoroacetamide				380
trifluoroacetic acid				60
trifluoromethanesulfonic acid							60, 301
trifluoromethylated compounds							92
a-(trifluoromethyl)-styrene						92

trifluoromethyl-substituted building block 92 trifoliaphane 192

1,2,3-trimethoxybenzene						384
trimethylsilyl alkyne					272
trimethylsilylarene					144
trimethylsilylation				410
trimethylsilylethyne					185
2-trimethylsilyloxyfuran						306
1,3,5-trinitrobenzene					444
triphenylene			501
triple-branching reaction						419
triplet oxidation				560
tripodal amine			412
triquinane		38, 559
tris(pyrrolyl)phosphine						381
tris(tert-butyl)benzene 403
tris-annulated benzene						20, 22, 23
tropolone		554
tropylium		13
truxone	21
tryptamine		341
tryptophol		341
tuberculostatic property						544
tungsten carbyne				219
tunneling current				579
two-electron oxidation 539
two-phase catalysis					82
tylophorine		502
tyrosine	502

u

Ullmann coupling	108
unactivated aryl halide 120, 136
uranocene 44
UV/vis spectroscopy	237, 441

v

valence-bond formalism			437
van der Waals contact			446
vanadium complex		480
vancomycin	61, 523
veratrole 384, 387
veratroletricarbonylchromium 395
vertinoid polyketide		544
vibronic fine structure			238
vinyl carbene	253
vinyl ketene	256
vinylacetylene	170
vinylborane	54
vinylcarbene chromium			250
vinylheptafulvene		200
vinylidene carbene		170, 176

vinylogous nucleophilic substitution 563 viridin 559

vitamin E 59, 265, 285, 545 vitamin K 265, 285

Index 617

Vo¨gtle 417			x
Vollhardt 9, 13, 185, 250			xanthone		358, 366
von Rague´ Schleyer 7			Xantphos		159
			xestoquinone 559
w			xylenes	302
wave mechanics	5		p-xylylene		188
weak p-complex	451
weak nucleophile	458		y
Wessely oxidation	548, 563, 567		ynamine		265
Wessely reaction	504
Wheland intermediate		469, 475	z
Williamson coupling		410	zeolite	515