3-and 3,4-bis(2-cyanoethylsulfanyl)thiophenes as building blocks for functionalized thiophene-based π-conjugated systems

被引:55
作者
Blanchard, P [1 ]
Jousselme, B [1 ]
Frère, P [1 ]
Roncali, J [1 ]
机构
[1] Univ Angers, CNRS, UMR 6501, F-49045 Angers, France
关键词
D O I
10.1021/jo025627+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The facile access to 3- and 3,4-bis(2-cyanoethyl-sulfanyl)thiophenes allows the straightforward synthesis of 3-alkylsulfanyl and symmetrical or unsymmetrical 3,4-dialkylsulfanylthiophenes by using a methodology based on a highly efficient sequence of deprotection/alkylation reactions of thiolate group(s).
引用
收藏
页码:3961 / 3964
页数:4
相关论文
共 54 条
[1]   Synthesis of 3,4'-dibromo-2,2'-bithiophene: A useful intermediate for 3,4'-disubstituted 2,2'-bithiophenes. X-ray molecular structure of 3,4'-dibromo-2,2'-bithiophene [J].
Antolini, L ;
Goldoni, F ;
Iarossi, D ;
Mucci, A ;
Schenetti, L .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (13) :1957-1961
[2]   Functionalization of sexithiophene with electron-donating methylsulphanyl groups [J].
Barbarella, G ;
Zambianchi, M ;
DiToro, R ;
Colonna, M ;
Antolini, L ;
Bongini, A .
ADVANCED MATERIALS, 1996, 8 (04) :327-331
[3]  
Bauerle P, 1996, LIEBIGS ANN-RECL, P279
[4]  
Bauerle P, 1998, ELECTRONIC MATERIALS: THE OLIGOMER APPROACH, P105
[5]   THIOPHENES .1. FACILE SYNTHESIS OF 3-(OMEGA-HALOALKYL)THIOPHENES AS KEY BUILDING-BLOCKS FOR FUNCTIONALIZED THIOPHENES AND POLYTHIOPHENES [J].
BAUERLE, P ;
WURTHNER, F ;
HEID, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1990, 29 (04) :419-420
[6]   LIGHT-EMITTING-DIODES WITH VARIABLE COLORS FROM POLYMER BLENDS [J].
BERGGREN, M ;
INGANAS, O ;
GUSTAFSSON, G ;
RASMUSSON, J ;
ANDERSSON, MR ;
HJERTBERG, T ;
WENNERSTROM, O .
NATURE, 1994, 372 (6505) :444-446
[7]   CHEMISTRY EN ROUTE TO DELTA-2,2'-BITHIENO[3,4-D]-1,3-DITHIOLE (DTTTF) AND ITS SELENIUM ANALOG [J].
CHIANG, LY ;
SHU, P ;
HOLT, D ;
COWAN, D .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (24) :4713-4717
[8]  
Dimitrakopoulos CD, 2002, ADV MATER, V14, P99, DOI 10.1002/1521-4095(20020116)14:2<99::AID-ADMA99>3.0.CO
[9]  
2-9
[10]   ORGANIC TRANSISTORS - 2-DIMENSIONAL TRANSPORT AND IMPROVED ELECTRICAL CHARACTERISTICS [J].
DODABALAPUR, A ;
TORSI, L ;
KATZ, HE .
SCIENCE, 1995, 268 (5208) :270-271