PHOTOCYCLIZATION OF 4-(DIALKYLAMINO)-2-ARYL-1-BUTENES

被引:13
作者
AOYAMA, H
SUGIYAMA, JI
YOSHIDA, M
HATORI, H
HOSOMI, A
机构
[1] Department of Chemistry, University of Tsukuba, Tsukuba
关键词
D O I
10.1021/jo00037a017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Irradiation of 4-(dialkylamino)-2-aryl-1-butenes gave cyclization products, 3-methyl-3-arylpyrrolidines, in high yields. These styrylamines formed fluorescent intramolecular exciplexes, but studies based on Stern-Volmer quenching for the fluorescence and the photoreaction suggested that the emissive exciplexes did not participate in the photoreaction.
引用
收藏
页码:3037 / 3041
页数:5
相关论文
共 25 条
[1]   PHOTOCYCLIZATION OF N-ALKYL-N-(3-ARYL-3-BUTENYL) UREAS - HYDROGEN TRANSFER VIA CHARGE-TRANSFER EXCIPLEXES IN ALKENE PHOTOCHEMISTRY [J].
AOYAMA, H ;
TOMOHIRO, T ;
ARATA, Y ;
OMOTE, Y .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1988, 1 (03) :123-131
[2]   PHOTOCHEMICAL 1,5-HYDROGEN TRANSFER OF 1,2-DISUBSTITUTED ACYCLIC ALKENES - A NOVEL ENTRY TO 1,6-DIRADICALS [J].
AOYAMA, H ;
ARATA, Y ;
OMOTE, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (20) :4639-4640
[3]   PHOTOCYCLIZATION OF NN-DIALKYL BETA,GAMMA-UNSATURATED AMIDES - 1,6-HYDROGEN TRANSFER VIA CHARGE-TRANSFER STATES [J].
AOYAMA, H ;
ARATA, Y ;
OMOTE, Y .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (07) :1165-1169
[4]   PHOTOCYCLIZATION OF GAMMA,DELTA-UNSATURATED AND DELTA,EPSILON-UNSATURATED AMINES - HYDROGEN TRANSFER-REACTIONS VIA 8-MEMBERED CYCLIC TRANSITION-STATES [J].
AOYAMA, H ;
ARATA, Y ;
OMOTE, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (20) :1381-1382
[5]   INTRAMOLECULAR PHOTOCYCLOADDITION OF N-BENZYLSTYRYLACETAMIDES - [2 + 2] ADDITION OF STYRENES TO BENZENES [J].
AOYAMA, H ;
ARATA, Y ;
OMOTE, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (10) :736-737
[6]   EXCITED COMPLEX-FORMATION BETWEEN STYRENES AND TERTIARY-AMINES [J].
BRENTNALL, RL ;
CROSBY, PM ;
SALISBURY, K .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (15) :2002-2004
[7]   PHOTOCHEMICAL ADDITION OF AMINES TO STYRENES [J].
COOKSON, RC ;
COSTA, SMD ;
HUDEC, J .
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1969, (13) :753-&
[8]   ON THE RELATIONSHIP BETWEEN PROXIMITY AND REACTIVITY - AN ABINITIO STUDY OF THE FLEXIBILITY OF THE OH.+CH4 HYDROGEN ABSTRACTION TRANSITION-STATE AND A FORCE-FIELD MODEL FOR THE TRANSITION-STATES OF INTRAMOLECULAR HYDROGEN ABSTRACTIONS [J].
DORIGO, AE ;
HOUK, KN .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1650-1664
[9]   TRANSITION STRUCTURES FOR HYDROGEN-ATOM TRANSFERS TO OXYGEN - COMPARISONS OF INTERMOLECULAR AND INTRAMOLECULAR PROCESSES AND OPEN-SHELL AND CLOSED-SHELL SYSTEMS [J].
DORIGO, AE ;
MCCARRICK, MA ;
LONCHARICH, RJ ;
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (21) :7508-7514
[10]  
ELIEL EL, 1962, STEREOCHEMISTRY CARB, P273