Patai S., Rappoport Z. 1997 The chemistry of functional groups. The chemistry of dienes and polyenes. V. 1 / 0173 261

			6. Electronic structure of diene and polyene radical cations									183
TABLE 1.			(continued)
			Cn Hm		Name			References
	r	n	m	No.
Trienes: d = 3
0	4		4	158	Butatriene	16 He(ll), 114, 115
				159	Tetradeuteriobutatriene	114, 115
	5		6	160	Penta-1,2,4-triene (Vinylallene)	116
	6		8	161	(3E)-Hexa-1,3,5-triene	20, 23, 117						119
				162	(3Z)-Hexa-1,3,5-triene	20, 23, 117						119
	7		10	163	(3E, 5E)-Hepta-1,3,5-triene	118
				164	(3E, 5Z)-Hepta-1,3,5-triene	118
				165	(3E)-2-Methylhexa-1,3,5-triene	118
				166	(3E)-3-Methylhexa-1,3,5-triene	118
				167	Trivinylmethane	120
	8		12	168	Tetramethylbutatriene	114, 115
				169	(3E)-6-Methylhepta-1,3,5-triene	118
				170	(3E,5E)-5-Methylhepta-1,3,5-triene	118
				171	(2E, 4E, 6E)-Octa-2,4,6-triene	118
	20		36	172	Tetra-t-butylbutatriene	114, 115
1	6		6	173	[3]Radialene	121		123
				174	3,4-Dimethylidenecyclobutene	124
				175	Fulvene	62, 124				126
	7		8	176	1-Methyl-3,4-dimethylidenecyclobutene	127
				177	6-Methylfulvene	125
				178	5-Methylidenecyclohexa-1,3-diene	61
				179	Cyclohepta-1,3,5-triene	50
	8		10	180	1,2-Dimethyl-3,4-dimethylidenecyclobutene	127
				181	6-Ethylfulvene	125
				182	6,6-Dimethylfulvene	125
				183	4,5-Dimethylenecyclohexene	48
				184	Cycloocta-1,3,5-triene	50, 70
				185	Cycloocta-1,3,6-triene	50, 70
	9		12	186	6-Propylfulvene	125
				187	6-Isopropylfulvene	125
				188	1,6-Dimethylcyclohepta-1,3,5-triene	128
				189	Cyclonona-1,4,7-triene	26, 49
	10		14	190	6-Isobutylfulvene	125
				191	6-t-Butylfulvene	125
				192	6,6-Diethylfulvene	125
	12		18	193	6,6-Dipropylfulvene	125
				194	Hexamethyl-[3]-radialene	129
2	7		6	195	Bicyclo[3.2.0]hepta-1,4,6-triene	130
	8		8	196	7-Methylidenenorbornadiene	131
				197	Barrelene	26, 86, 122, 132
				198	1,2-Dihydropentalene	133
				199	1,4-Dihydropentalene	133
				200	1,5-Dihydropentalene	133
	9		10	201	5,6-Dimethylidenenorborn-2-ene	48
				202	Spiro[4.4]nona-1,3,5-triene	63
				203	Spiro[4.4]nona-1,3,6-triene	63
				204	Bicyclo[3.2.2]nona-2,6,8-triene	75
				205	Bicyclo[4.2.1]nona-2,4,6-triene	49, 76
	10		12	206	7-Isopropylidenenorbornadiene	26, 77
				207	4,5-Dimethylidenebicyclo[2.2.2]octene	48
				208	Bicyclo[4.2.2]deca-3,7,10-triene	134
				209	1,4,5,8-Tetrahydronaphthalene	26, 47, 135
				210	6,6-Tetramethylenefulvene	125

(continued overleaf )

184				Thomas Bally and Edgar Heilbronner
TABLE 1.			(continued)
			Cn Hm		Name	References
r		n	m	No.
Trienes: d = 3
	11		14	211	Bicyclo[4.4.1]undeca-1,3,5-triene	128
	14		20	212	11,12-Dimethylbicyclo[5.3.2]dodeca-1,6,11-
					triene	117
3	10		10	213	Triquinacene	136
				214	Bullvalene	91
				215	7-Cyclopropylidenenorbornadiene	137
				216	Tricyclo[5.3.0.02,8 ]deca-3,5,9-triene	92
	11		12	217	Tricyclo[5.3.1.01,7 ]undeca-2,4,9-triene	138
				218	Tricyclo[6.2.1.02,6 ]undeca-2,5,9-triene	139
				219	Tricyclo[6.2.1.02,6 ]undeca-2,6,9-triene	139
	12		14	220	Tricyclo[4.4.1.12,5 ]dodeca-3,7,9-triene	89
				221	9-Isopropylidene-endo-tri-
				222	cyclo[4.2.1.02,5 ]nona-3,7-diene	82
					[4.4.2]Propella-2,4,11-triene	95
				223	[4.4.2]Propella-3,8,11-triene	95
	14		18	224	2,8,9-Trimethylidene[3.3.3]propellane	97, 120
4	12		12	225	3,7,9-Trimethylidene-
				226	tetracyclo[3.3.1.02,8 .04,6]dodecane	140
					syn-Sesquinorbornatriene	106
				227	anti-Sesquinorbornatriene	106
	18		24	228	Tetracyclo[8.2.2.22,5 .26,9]octadeca-1,5,9-
					triene	141, 142
5	14		14	229	[2.2.2]Blattatriene	108
				230	4,7,11-Trimethylidenepenta-
					cyclo[5.3.9.02,6 .03,10.05,9]undecane	108
6	18		20	231	Distella-2,20 ,6,60 -triene	143
Tetraenes: d = 4
0	5		4	232	Pentatetraene	144
	6		6	233	Hexa-1,2,4,5-tetraene (Bisallenyl)	116
	8		10	234	(3E, 5E)-Octa-1,3,5,7-tetraene	23, 145
	9		12	235	Tetravinylmethane	35, 120
1	7		6	236	6-Methylidenefulvene	146
	8		8	237	[4]Radialene	147
				238	p-Quinodimethane	148
				239	Cyclooctatetraene	18, 50, 149
	10		12	240	2,3-Dimethyl-p-quinodimethane	150
				241	2,5-Dimethyl-p-quinodimethane	150
				242	Cyclodeca-1,2,6,7-tetraene	151
	12		16	243	trans, trans, trans-1,2,3,4-Tetravinylcyclo-
				244	butane	120, 152
					syn, trans, syn-1,2,3,4-Tetravinylcyclobutane	152
				245	4,9-Dimethylidenecyclodeca-1,6-diene	153
	16		24	246	Octamethyl-[4]radialene	154
2	9		8	247	[4.4]Spirononatetraene	63, 155
	10		10	248	9-Methylidenebicyclo[4.2.1]deca-2,4,7-
				249	triene	156
					Bicyclo[4.2.2]deca-2,4,7,9-tetraene	157
	11		12	250	2,2-Dimethyl(2H)indene	26, 121
				251	2,3,5,6-Tetramethylidenenorbornane	158
	12		14	252	2,3,5,6-Teramethylidenebicyclo[2.2.2]octane	158
	13		16	253	Bicyclo[5.4.2]trideca-7,9,11,12-tetraene	50

			6. Electronic structure of diene and polyene radical cations				185
TABLE 1.			(continued)
			Cn Hm		Name	References
	r	n	m	No.
Tetraenes: d = 4
3	10		8	254	[4.2.2]Propellatetraene	56
	12		12	255	[4.4.2]Propella-3,7,9,11-tetraene	69
				256	Tricyclo[[6.4.0.01,7 ]dodeca-3,5,9,11-	95
				257	tetraene
					9,19-Dimethylidene-
					tricyclo[5.3.0.02,8 ]deca-3,5-diene	92
				258	Tricyclo[5.5.0.02,8 ]dodeca-3,5,9,11-tetraene	92
	14		16	259	1,4,5,6,9,11-Hexahydroanthracene	47
				260	[4.4.4]Propella-2,4,7,9-tetraene	98
	16		20	261	anti-1,2,5,6-Tetramethyl-3,4,7,8-
				262	tetramethylidenetricyclo[4.2.0.02,5 ]octane	159
					1,2,5,6-Tetramethyl-3,4,7,8-tetra-
					methylidenetricyclo[3.3.0.02,6 ]octane	159
				263	2,30 ,5,60 -Tetrahydro[2.2]paracyclophane	99
4	12		10	264	2,5-Etheno-[4.2.2]propella-3,7,9-triene	56
5	15		14	265	Dispiro-(bicyclo[2.2.1]hepta-2,5-diene-7,10 -
					cyclopropane-20 ,700 -bicyclo[2.2.1]hepta-
					200 ,500 -diene	112
	20		24	266	2,20 ,5,50 -Tetrahydro[2.2.2.2]
					(1,3,4,6)(10 ,30 ,40 ,60 )cyclophane	99
8	29		18	267	Octacyclo-
					[12.5.1.02,7 .02,13.07,18.08,13.08,16.017,20]ei-
					cosa-3,5,9,11-tetraene	160
Polyenes: d 5
				268	d D 5
2	10		8		2-Methylidene-(2H)indene	161
	12		12	269	5,6,7,8-Tetramethylidenebicyclo[2.2.2]oct-
					7-ene	158
3	12		10	270	2a,8b-Dihydrocyclopenta[c,d]azulene	128
				271	[4.4.2]Propellapentaene	95
4	18		20	272	1,4,5,6,7,10,12-Octahydronaphthacene	47
				273	d D 6
2	12		10		2,6-Azulylene	162
	14		14	274	2,3,5,6,7,8-Hexamethylidene-
					bicyclo[2.2.2]octane	163
3	14		12	275	[4.4.4]Propellahexaene	98
4	15		12	276	Bis(7-norbornadienylidene)methane	112
				277	d D 7
4	20		20		2,7-Dihydro-2,2,7,7-tetramethylpyrene	164
				278	d D 8
3	22		24		7,14-Diisopropylidene-7,14-dihydro-syn-
					1,6:8,13-bismethano[14]annulene	165
				279	d D 11
2	40		56		ˇ-Carotene	166, 167
				280	(15Z)-ˇ-Carotene	168

a IUPAC name is given first, followed by trivial name in parentheses.

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