CARBENE FORMATION, HYDROGEN MIGRATION, AND FLUORESCENCE IN THE EXCITED-STATES OF DIALKYLDIAZIRINES

被引:151
作者
MODARELLI, DA [1 ]
MORGAN, S [1 ]
PLATZ, MS [1 ]
机构
[1] OHIO STATE UNIV,DEPT CHEM,120 W 18TH AVE,COLUMBUS,OH 43210
关键词
D O I
10.1021/ja00044a013
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photolysis of 3,3-dimethyldiazirine produces an electronically excited singlet state which decays by at least three competitive pathways: (1) fluorescence, (2) nitrogen extrusion and carbene formation, and (3) alpha-hydrogen migration and propylene formation concurrent with nitrogen extrusion. The temperature dependence of the fluorescence intensity was determined.
引用
收藏
页码:7034 / 7041
页数:8
相关论文
共 81 条
[1]  
ADDING AC, 1966, J CHEM SOC CHEM COMM, P657
[2]  
BAER TA, 1971, J AM CHEM SOC, V93, P954
[3]   1-NAPHTHYLCARBENE - SPECTROSCOPY, KINETICS, AND MECHANISMS [J].
BARCUS, RL ;
HADEL, LM ;
JOHNSTON, LJ ;
PLATZ, MS ;
SAVINO, TG ;
SCAIANO, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (14) :3928-3937
[4]  
BARON WJ, 1973, CARBENES, V1, P2
[5]   PHOTOGENERATED REAGENTS FOR MEMBRANES - SELECTIVE LABELING OF INTRINSIC MEMBRANE-PROTEINS IN THE HUMAN-ERYTHROCYTE MEMBRANE [J].
BAYLEY, H ;
KNOWLES, JR .
BIOCHEMISTRY, 1980, 19 (17) :3883-3892
[6]   PHOTOGENERATED REAGENTS FOR MEMBRANE LABELING .2. PHENYLCARBENE AND ADAMANTYLIDENE FORMED WITHIN LIPID BILAYER [J].
BAYLEY, H ;
KNOWLES, JR .
BIOCHEMISTRY, 1978, 17 (12) :2420-2423
[7]   RATES FOR 1,2 MIGRATION IN ALKYLCHLOROCARBENES [J].
BONNEAU, R ;
LIU, MTH ;
RAYEZ, MT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (15) :5973-5974
[8]  
BONNEAU R, 1990, J AM CHEM SOC, V111, P5642
[9]   ROLES OF MULTIPLICITY AND ELECTRONIC EXCITATION ON INTRA-MOLECULAR REACTIONS OF ALKYLCARBENES IN CONDENSED PHASE [J].
CHANG, KT ;
SHECHTER, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (17) :5082-5084
[10]  
CHAPMAN OL, 1988, J AM CHEM SOC, V110, P50