STABLE [12]ANNULENES AND [18]ANNULENES DERIVED FROM TETRAETHYNYLETHENE

被引：94
作者：
ANTHONY, J
KNOBLER, CB
DIEDERICH, F
机构：
[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
[2] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 03期
关键词：
D O I：
10.1002/anie.199304061
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Perethynylated dehydroannulenes are accessible pling of a tetraethynylethene with a free cis-enediyne unit. Besides a yellow derivative with a planar, aromatic 18pi-electron perimeter, compound 1 was isolated. This interesting molecule has a strained. planar antiaromatic 12-membered ring; dilute solutions of 1 are violet and resemble solutions of C60. [GRAPHICS]
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页码：406 / 409
页数：4
相关论文
共 19 条
[1]  
ARBUZOV BA, 1986, ZH OBSHCH KHIM, V13, P150
[2]   CATECHOL BORON HALIDES - MILD AND SELECTIVE REAGENTS FOR CLEAVAGE OF COMMON PROTECTING GROUPS [J].
BOECKMAN, RK ;
POTENZA, JC .
TETRAHEDRON LETTERS, 1985, 26 (11) :1411-1414
[3]  
BOLDI AM, 1992, ANGEW CHEM INT EDIT, V31, P1240, DOI 10.1002/anie.199212401
[4]  
BOLDI AM, 1992, ANGEW CHEM INT EDIT, V104, P1270
[5]   SYNTHETIC APPROACHES TOWARD MOLECULAR AND POLYMERIC CARBON ALLOTROPES [J].
DIEDERICH, F ;
RUBIN, Y .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (09) :1101-1123
[6]   ALL-CARBON MOLECULES - EVIDENCE FOR THE GENERATION OF CYCLO[18]CARBON FROM A STABLE ORGANIC PRECURSOR [J].
DIEDERICH, F ;
RUBIN, Y ;
KNOBLER, CB ;
WHETTEN, RL ;
SCHRIVER, KE ;
HOUK, KN ;
LI, Y .
SCIENCE, 1989, 245 (4922) :1088-1090
[7]  
DIEDERICH F, 1992, ANGEW CHEM, V104, P1123
[8]  
HANESSIAN S, 1984, TETRAHEDRON LETT, V25, P251
[9]  
HAUPTMANN H, 1975, TETRAHEDRON LETT, P1931
[10]  
HAUPTMANN H, 1975, ANGEW CHEM INT EDIT, V14, P498
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