Selective direct arylation of 3-bromo-2-methylthiophene: a building-block for electro- and photoactive organic materials

Vamvounis, George, and Gendron, David (2013) Selective direct arylation of 3-bromo-2-methylthiophene: a building-block for electro- and photoactive organic materials. Tetrahedron Letters, 54 (29). pp. 3785-3787.

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Abstract

Selective direct arylation of 3-bromo-2-methylthiophene with aryl bromides to form a library of 2-aryl-4-bromo-5-methylthiophenes is demonstrated. The reaction yields varied from 27–63%. The inherent selectivity observed is attributed to the lack of oxidative insertion of the bromine in 3-bromo-2-methylthiophene. This method will be useful for the facile preparation of functional organic electronic materials.

Item ID: 31996
Item Type: Article (Research - C1)
ISSN: 1873-3581
Keywords: oligothiophenes; direct arylation; organic electronics
Funders: Australian Research Council, University of Queensland (UQ)
Projects and Grants: ARC Australian Research Fellowship DP1095404
Date Deposited: 22 May 2014 23:56
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50%
03 CHEMICAL SCIENCES > 0303 Macromolecular and Materials Chemistry > 030306 Synthesis of Materials @ 50%
SEO Codes: 85 ENERGY > 8505 Renewable Energy > 850504 Solar-Photovoltaic Energy @ 100%
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