Synlett 2009(17): 2740-2748  
DOI: 10.1055/s-0029-1217978
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

Organometallic Strategies for the Synthesis of Conjugated Oligomers

Francesco Babudria,b, Gianluca M. Farinolaa, Francesco Naso*a,b
a Dipartimento di Chimica, Università degli Studi, Via Orabona 4, 70126 Bari, Italy
Fax: +49(080)5442924; e-Mail: f.naso@chimica.uniba.it;
b CNR ICCOM, Dipartimento di Chimica, Via Orabona 4, 70126 Bari, Italy
Further Information

Publication History

Received 19 February 2009
Publication Date:
15 September 2009 (online)

Abstract

In this account we report on our contribution to the synthesis of conjugated oligomers with defined structures. The targets of our work are oligoenes, oligophenylenevinylenes, also with fluo­rinated vinylene units, oligophenylenes, and oligomers with thiophene-arylene or thiophene-anthraquinone units. The synthetic strategies developed in our research group are based on transition-metal-catalyzed coupling reactions. This report is organized according to the synthetic methodologies used (use of vinylsilanes, Stille cross-coupling, copper-promoted homocoupling, and Suzuki-Miyaura cross-coupling) rather than on the basis of the target mo­lecules obtained.

1 Introduction

2 The Use of Vinylsilanes in the Synthesis of Polyenes and Oligophenylenevinylenes

3 Stille Cross-Coupling

4 Copper-Promoted Homocoupling Reaction for the Syn­thesis of Fluorinated Oligophenylenes

5 Suzuki-Miyaura Cross-Coupling

6 Conclusions