6,7-BIS(METHOXYCARBONYL)-2,3-DIMETHYL-[5](1,4)NAPHTHALENOPHANE, THE FIRST BENZOANNELATED [5]PARACYCLOPHANE

被引:17
作者
VANES, DS [1 ]
DEKANTER, FJJ [1 ]
DEWOLF, WH [1 ]
BICKELHAUPT, F [1 ]
机构
[1] FREE UNIV AMSTERDAM,SCHEIKUNDIG LAB,1081 HV AMSTERDAM,NETHERLANDS
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 22期
关键词
CYCLOPHANES; DEWAR NAPHTHALENE; PHOTOCHEMISTRY; STRAINED RINGS;
D O I
10.1002/anie.199525531
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The compound 2 forms 35% of the photodynamic equilibrium mixture with its precursor 1. Compound 2 is the smallest known [n](1,4)naphthalenophane and the most stable derivative of [5]paracyclophane known to date. Compound 1 was obtained in five steps from the Dewar benzene 3. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:2553 / 2555
页数:3
相关论文
共 14 条
[1]  
BALDEW AU, 1993, THESIS VRIJE U
[2]  
BICKELHAUPT F, 1990, PURE APPL CHEM, V62, P37
[3]  
Bickelhaupt F., 1993, ADV STR ORG, V3, P185
[4]  
FREIERMUTH B, 1985, CHIMIA, V39, P22
[5]   SYNTHESIS OF DOUBLY BRIDGED PRISMANES - AN INVESTIGATION OF THE PHOTOCHEMICAL BEHAVIOR OF DOUBLY BRIDGED DEWAR BENZENES [J].
GLEITER, R ;
TREPTOW, B .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) :7740-7750
[6]   [5]PARACYCLOPHANE [J].
JENNESKENS, LW ;
DEKANTER, FJJ ;
KRAAKMAN, PA ;
TURKENBURG, LAM ;
KOOLHAAS, WE ;
DEWOLF, WH ;
BICKELHAUPT, F ;
TOBE, Y ;
KAKIUCHI, K ;
ODAIRA, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (12) :3716-3717
[7]  
JENNESKENS LW, 1986, THESIS VRIJE U
[8]   INTERCONVERSION OF [6]PARACYCLOPHANE AND 1,4-HEXAMETHYLENE(DEWAR BENZENE) [J].
KAMMULA, SL ;
IROFF, LD ;
JONES, M ;
VANSTRATEN, JW ;
WOLF, WHD ;
BICKELHAUPT, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (17) :5815-5815
[9]   [6]PARACYCLOPHANE [J].
KANE, VV ;
WOLF, AD ;
JONES, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (08) :2643-2644
[10]   STABILIZATION OF (5)PARACYCLOPHANES VIA BENZENE-RING SUBSTITUTION [J].
KOSTERMANS, GBM ;
DEWOLF, WH ;
BICKELHAUPT, F .
TETRAHEDRON, 1987, 43 (13) :2955-2966