X-RAY-DIFFRACTION EVIDENCE FOR A CYCLOHEXATRIENE MOTIF IN THE MOLECULAR-STRUCTURE OF TRIS(BICYCLO[2.1.1]HEXENO)BENZENE - BOND ALTERNATION AFTER THE REFUTATION OF THE MILLS-NIXON THEORY

被引:124
作者
BURGI, HB
BALDRIDGE, KK
HARDCASTLE, K
FRANK, NL
GANTZEL, P
SIEGEL, JS
ZILLER, J
机构
[1] UNIV CALIF SAN DIEGO, DEPT CHEM, LA JOLLA, CA 92093 USA
[2] SAN DIEGO SUPERCOMP CTR, SAN DIEGO, CA USA
[3] CALIF STATE UNIV NORTHRIDGE, DEPT CHEM, NORTHRIDGE, CA 91330 USA
[4] UNIV CALIF IRVINE, DEPT CHEM, IRVINE, CA 92717 USA
关键词
BOND LENGTH ALTERNATION; CYCLOHEXATRIENE; MILLS-NIXON EFFECT;
D O I
10.1002/anie.199514541
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cyclohexatriene lost, cyclohexatriene regained! Recently the Mills–Nixon postulate concerning the structure of benzene derivatives was recognized to be invalid. A new view on strain‐induced bond localization in benzene led to the design and synthesis of tris(bicyclo[2.1.1]hexeno)benzene (1), which shows significant distortion toward a cyclohexatriene geometry. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
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页码:1454 / 1456
页数:3
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