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A Novel Strategy for the Solid Phase Synthesis of Ultra Pure Organic Semiconductors

Published online by Cambridge University Press:  15 February 2011

D. Turner ,
A. Spivey ,
D. Cupertino ,
P. Mackie ,
R. Anemian  and
S. Yeates
D. Turner
Affiliation:
Department of Chemistry, University of Sheffield, Brook Hill, Sheffield S3 7HF, U.K.
A. Spivey
Affiliation:
Department of Chemistry, University of Sheffield, Brook Hill, Sheffield S3 7HF, U.K.
D. Cupertino
Affiliation:
Avecia Ltd., Hexagon House, Blackley, Manchester M9 8ZS, U.K.
P. Mackie
Affiliation:
Avecia Ltd., Hexagon House, Blackley, Manchester M9 8ZS, U.K.
R. Anemian
Affiliation:
Avecia Ltd., Hexagon House, Blackley, Manchester M9 8ZS, U.K.
S. Yeates
Affiliation:
Avecia Ltd., Hexagon House, Blackley, Manchester M9 8ZS, U.K.
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Abstract

A new solid phase synthetic strategy for the production of organic semiconductors has been developed. The strategy uses a germanium-based linker and Suzuki-type cross-coupling protocols and has been demonstrated for the iterative synthesis of both a regio-regular oligo-3-alkyl-thiophene and an oligoarylamine. The process also incorporates a novel “doublecoupling” after each iteration which minimizes deletion sequences. The key steps exploits the susceptibility of α-silyl- or α-silyloxy- but not germyl-substituted derivatives toward nucleophilic ipso-protodemetalation.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 771: Symposium L – Organic and Polymeric Materials and Devices , 2003 , L8.8
Copyright
Copyright © Materials Research Society 2003

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References

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