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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)

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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

Key words

arylations - oligomerization - boron - tin - cross-coupling

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