A modular procedure for the synthesis of functionalised β-substituted terthiophene monomers for conducting polymer applications

被引:13
作者
Collis, Gavin E. [1 ,2 ]
Burrell, Anthony K. [1 ]
Blandford, Esther J. [2 ]
Officer, David L. [2 ]
机构
[1] Los Alamos Natl Lab, Los Alamos, NM 87545 USA
[2] Massey Univ, Nanomat Res Ctr, MacDiarmid Inst Adv Mat & Nanotechnol, Palmerston North, New Zealand
关键词
D O I
10.1016/j.tet.2007.08.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient modular strategy has been developed for the synthesis of beta-functionalised terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the beta-terthiophene aldehyde building block to the beta-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the beta-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesised and characterised a broad range of functionalised terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:11141 / 11152
页数:12
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