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PHOTOREARRANGEMENT OF BENZONORBORNADIENE
被引:72
作者
:
EDMAN, JR
论文数:
0
引用数:
0
h-index:
0
机构:
Central Research Department, Experimental Station, E. I. du Pont de Nemours and Company, Wilmington
EDMAN, JR
机构
:
[1]
Central Research Department, Experimental Station, E. I. du Pont de Nemours and Company, Wilmington
[2]
Circleville Research, Development Laboratory, Film Department, E. I. du Pont de, Nemours and Co., Circleville
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
1969年
/ 91卷
/ 25期
关键词
:
D O I
:
10.1021/ja01053a035
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
The triplet sensitized rearrangement of benzonorbornadiene (1,4-dihydro-l,4-methanonaphthalene) has been studied in detail. Through labeling experiments, evidence is obtained for an intermediate diradical which resembles a partially closed quadricyclane ring. The quantum yield for the reaction is 0.5 with the T1 state of benzonorbornadiene estimated to be 70 kcal. No fluorescence was detected from benzonorbornadiene and evidence is presented which points to a facile rearrangement during direct irradiation which differs from the triplet-state reaction. © 1969, American Chemical Society. All rights reserved.
引用
收藏
页码:7103 / &
相关论文
共 38 条
[1]
RADIATIONLESS DEACTIVATION OF FLUORESCENT STATE OF SUBSTITUTED ANTHRACENES
[J].
BENNETT, RG
论文数:
0
引用数:
0
h-index:
0
BENNETT, RG
;
MCCARTIN, PJ
论文数:
0
引用数:
0
h-index:
0
MCCARTIN, PJ
.
JOURNAL OF CHEMICAL PHYSICS,
1966,
44
(05)
:1969
-&
[2]
BRIDGED POLYCYCLIC COMPOUNDS .33. THERMAL REARRANGEMENT OF BENZONORBORNADIENE
[J].
CRISTOL, SJ
论文数:
0
引用数:
0
h-index:
0
CRISTOL, SJ
;
CAPLE, R
论文数:
0
引用数:
0
h-index:
0
CAPLE, R
.
JOURNAL OF ORGANIC CHEMISTRY,
1966,
31
(02)
:585
-&
[3]
BRIDGED POLYCYCLIC COMPOUNDS .53. SOLVOLYSES OF EPIMERIC 7-CHLOROBENZONORBORNADIENES AND 5,12-DIPHENYL-6,11-DIHYDRO-6,11-(CHLOROMETHANO)-NAPHTHACENES
[J].
CRISTOL, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Colorado Boulder
CRISTOL, SJ
;
NACHTIGA.GW
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Colorado Boulder
NACHTIGA.GW
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1968,
90
(25)
:7133
-&
[4]
BRIDGED POLYCYCLIC COMPOUNDS .6. THE PHOTOISOMERIZATION OF BICYCLO[2,2,1]HEPTA-2,5-DIENE-2,3-DICARBOXYLIC ACID TO QUADRICYCLO[2,2,1,02,6,03,5]HEPTANE-2,3-DICARBOXYLIC ACID
[J].
CRISTOL, SJ
论文数:
0
引用数:
0
h-index:
0
CRISTOL, SJ
;
SNELL, RL
论文数:
0
引用数:
0
h-index:
0
SNELL, RL
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1958,
80
(08)
:1950
-1952
[5]
PHOTOCHEMICAL TRANSFORMATIONS .8. ISOMERIZATION DELTA 2,5-BICYCLO [2.2.1] HEPTADIENE TO QUADRICYCLO[2.2.1.02,6O3,5]HEPTANE (QUADRICYCLENE)
[J].
DAUBEN, WG
论文数:
0
引用数:
0
h-index:
0
DAUBEN, WG
;
CARGILL, RL
论文数:
0
引用数:
0
h-index:
0
CARGILL, RL
.
TETRAHEDRON,
1961,
15
(1-4)
:197
-&
[6]
FLUORESCENCE YIELDS OF AROMATIC COMPOUNDS
[J].
DAWSON, WR
论文数:
0
引用数:
0
h-index:
0
机构:
Chemical Sciences Department, TRW Systems, Redondo Beach
DAWSON, WR
;
WINDSOR, MW
论文数:
0
引用数:
0
h-index:
0
机构:
Chemical Sciences Department, TRW Systems, Redondo Beach
WINDSOR, MW
.
JOURNAL OF PHYSICAL CHEMISTRY,
1968,
72
(09)
:3251
-&
[7]
PHOTOREARRANGEMENT OF BENZONORBORNADIENES
[J].
EDMAN, JR
论文数:
0
引用数:
0
h-index:
0
EDMAN, JR
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1966,
88
(14)
:3454
-&
[8]
2,3-DICYANOQUADRICYCLANE . SYNTHESIS AND ISOMERIZATION
[J].
EDMAN, JR
论文数:
0
引用数:
0
h-index:
0
EDMAN, JR
.
JOURNAL OF ORGANIC CHEMISTRY,
1967,
32
(09)
:2920
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[9]
EDMAN JR, UNPUBLISHED RESULTS
[10]
2,3-DIMETHYL-7,7-DIMETHOXYQUADRICYCLO-(2.2.1.02,6.03,5)HEPTANE
[J].
GASSMAN, PG
论文数:
0
引用数:
0
h-index:
0
GASSMAN, PG
;
PATTON, DS
论文数:
0
引用数:
0
h-index:
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PATTON, DS
;
AUE, DH
论文数:
0
引用数:
0
h-index:
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AUE, DH
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1964,
86
(19)
:4211
-&
←
1
2
3
4
→
共 38 条
[1]
RADIATIONLESS DEACTIVATION OF FLUORESCENT STATE OF SUBSTITUTED ANTHRACENES
[J].
BENNETT, RG
论文数:
0
引用数:
0
h-index:
0
BENNETT, RG
;
MCCARTIN, PJ
论文数:
0
引用数:
0
h-index:
0
MCCARTIN, PJ
.
JOURNAL OF CHEMICAL PHYSICS,
1966,
44
(05)
:1969
-&
[2]
BRIDGED POLYCYCLIC COMPOUNDS .33. THERMAL REARRANGEMENT OF BENZONORBORNADIENE
[J].
CRISTOL, SJ
论文数:
0
引用数:
0
h-index:
0
CRISTOL, SJ
;
CAPLE, R
论文数:
0
引用数:
0
h-index:
0
CAPLE, R
.
JOURNAL OF ORGANIC CHEMISTRY,
1966,
31
(02)
:585
-&
[3]
BRIDGED POLYCYCLIC COMPOUNDS .53. SOLVOLYSES OF EPIMERIC 7-CHLOROBENZONORBORNADIENES AND 5,12-DIPHENYL-6,11-DIHYDRO-6,11-(CHLOROMETHANO)-NAPHTHACENES
[J].
CRISTOL, SJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Colorado Boulder
CRISTOL, SJ
;
NACHTIGA.GW
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Colorado Boulder
NACHTIGA.GW
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1968,
90
(25)
:7133
-&
[4]
BRIDGED POLYCYCLIC COMPOUNDS .6. THE PHOTOISOMERIZATION OF BICYCLO[2,2,1]HEPTA-2,5-DIENE-2,3-DICARBOXYLIC ACID TO QUADRICYCLO[2,2,1,02,6,03,5]HEPTANE-2,3-DICARBOXYLIC ACID
[J].
CRISTOL, SJ
论文数:
0
引用数:
0
h-index:
0
CRISTOL, SJ
;
SNELL, RL
论文数:
0
引用数:
0
h-index:
0
SNELL, RL
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1958,
80
(08)
:1950
-1952
[5]
PHOTOCHEMICAL TRANSFORMATIONS .8. ISOMERIZATION DELTA 2,5-BICYCLO [2.2.1] HEPTADIENE TO QUADRICYCLO[2.2.1.02,6O3,5]HEPTANE (QUADRICYCLENE)
[J].
DAUBEN, WG
论文数:
0
引用数:
0
h-index:
0
DAUBEN, WG
;
CARGILL, RL
论文数:
0
引用数:
0
h-index:
0
CARGILL, RL
.
TETRAHEDRON,
1961,
15
(1-4)
:197
-&
[6]
FLUORESCENCE YIELDS OF AROMATIC COMPOUNDS
[J].
DAWSON, WR
论文数:
0
引用数:
0
h-index:
0
机构:
Chemical Sciences Department, TRW Systems, Redondo Beach
DAWSON, WR
;
WINDSOR, MW
论文数:
0
引用数:
0
h-index:
0
机构:
Chemical Sciences Department, TRW Systems, Redondo Beach
WINDSOR, MW
.
JOURNAL OF PHYSICAL CHEMISTRY,
1968,
72
(09)
:3251
-&
[7]
PHOTOREARRANGEMENT OF BENZONORBORNADIENES
[J].
EDMAN, JR
论文数:
0
引用数:
0
h-index:
0
EDMAN, JR
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1966,
88
(14)
:3454
-&
[8]
2,3-DICYANOQUADRICYCLANE . SYNTHESIS AND ISOMERIZATION
[J].
EDMAN, JR
论文数:
0
引用数:
0
h-index:
0
EDMAN, JR
.
JOURNAL OF ORGANIC CHEMISTRY,
1967,
32
(09)
:2920
-&
[9]
EDMAN JR, UNPUBLISHED RESULTS
[10]
2,3-DIMETHYL-7,7-DIMETHOXYQUADRICYCLO-(2.2.1.02,6.03,5)HEPTANE
[J].
GASSMAN, PG
论文数:
0
引用数:
0
h-index:
0
GASSMAN, PG
;
PATTON, DS
论文数:
0
引用数:
0
h-index:
0
PATTON, DS
;
AUE, DH
论文数:
0
引用数:
0
h-index:
0
AUE, DH
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1964,
86
(19)
:4211
-&
←
1
2
3
4
→