Dicyanodiaryl-p-quinodimethanes: An efficient synthesis using a new dilithium reagent and their solvent-dependent properties

被引:12
作者
Kawase, T [1 ]
Wakabayashi, M [1 ]
Takahashi, C [1 ]
Oda, M [1 ]
机构
[1] OSAKA UNIV, GRAD SCH SCI, DEPT CHEM, TOYONAKA, OSAKA 560, JAPAN
关键词
D O I
10.1246/cl.1997.1055
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of 7,7-dicyano-8,8-diaryl-p-quinodimethane are readily prepared by the reaction of 4-lithiophenyldicyanomethyl-lithium with diaryl ketones; the 8-(4-dimethylaminophenyl) compounds thus obtained show solvent-dependent absorption spectra and bond rotation of the exocyclic double bonds and form a head-to-tail dimeric structure in the crystal.
引用
收藏
页码:1055 / 1056
页数:2
相关论文
共 14 条
[1]   ELECTRONIC SPECTRUM OF 4, 4'-BIS-DIMETHYLAMINO FUSCHSONE AND RELATED TRIPHENYLMETHANE DYES [J].
ADAM, FC ;
SIMPSON, WT .
JOURNAL OF MOLECULAR SPECTROSCOPY, 1959, 3 (04) :363-380
[2]   DEGREE OF CHARGE-TRANSFER IN ORGANIC CONDUCTORS BY INFRARED-ABSORPTION SPECTROSCOPY [J].
CHAPPELL, JS ;
BLOCH, AN ;
BRYDEN, WA ;
MAXFIELD, M ;
POEHLER, TO ;
COWAN, DO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (09) :2442-2443
[4]   KINETICS OF THE REACTION OF ALKYLAMINES WITH 7,7,8,8-TETRACYANOQUINODIMETHANE (TCNQ) IN ORGANIC-SOLVENTS [J].
ELSEOUD, OA ;
RIBEIRO, FP ;
MARTINS, A ;
BROTERO, PP .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (25) :5099-5102
[5]   KETENE DERIVATIVES .13. STABLE PARA-QUINODIMETHANS .1. SYNTHESES AND PROPERTIES [J].
GOMPPER, R ;
WAGNER, HU ;
KUTTER, E .
CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (12) :4123-&
[6]   KETENE DERIVATIVES .14. STABLE PARA-QUINODIMETHANS .2. REACTIONS [J].
GOMPPER, R ;
WAGNER, HU ;
KUTTER, E .
CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (12) :4144-&
[7]   DONOR ACCEPTOR-SUBSTITUTED CYCLIC PI-ELECTRON SYSTEMS - PROBES FOR THEORIES AND BUILDING-BLOCKS FOR NEW MATERIALS [J].
GOMPPER, R ;
WAGNER, HU .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (11) :1437-1455
[8]   SUBSTITUTED QUINODIMETHANS .3. DISPLACEMENT REACTIONS OF 7,7,8,8-TETRACYANOQUINODIMETHAN [J].
HERTLER, WR ;
ACKER, DS ;
BENSON, RE ;
HARTZLER, HD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (17) :3387-&
[9]  
HUNIG S, 1954, LIEBIGS ANN CHEM, V587, P132
[10]  
HUNIG S, 1957, LIEBIGS ANN CHEM, V599, P131