ELECTRON-ACCEPTOR MOLECULES - NEW, EXPEDIENT SYNTHESIS OF SUBSTITUTED 7,7,8,8-TETRACYANO-PARA-QUINODIMETHANE (TCNQ) DERIVATIVES AND THE X-RAY CRYSTAL-STRUCTURE OF 2,5-DIBROMO-TCNQ

被引:8
作者
BRYCE, MR
GRAINGER, AM
HASAN, M
ASHWELL, GJ
BATES, PA
HURSTHOUSE, MB
机构
[1] CRANFIELD INST TECHNOL,CTR MOLEC ELECTR,ADV MAT GRP,CRANFIELD MK43 0AL,BEDS,ENGLAND
[2] QUEEN MARY & WESTFIELD COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 05期
关键词
D O I
10.1039/p19920000611
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of TCNQ derivatives, viz. 2,5-dichloro-, 2,5-dibromo-, 2,5-dimethoxy-, 2-methoxycarbonyl- and benzo-TCNQ, and 11,11,12,12-tetracyanonaphtho-2,6-quinodimethane (TNAP), have been efficiently synthesised using 2-chlorobenzyl thiocyanate as the source of electrophilic cyanide in reactions with the corresponding di(cyanomethyl)benzene or di(cyanomethyl)naphthalene derivatives. The X ray crystal structure of 2,5-dibromo-TCNQ has been determined: the molecule is essentially planar with the dicyanomethylene groups bent away from the adjacent bromine atoms. There are close intermolecular Br ... N contacts in the structure.
引用
收藏
页码:611 / 614
页数:4
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