Issue 14, 2015
From the journal:

Chemical Communications

Eumelanin-inspired core derived from vanillin: a new building block for organic semiconductors†

Subhashini Selvaraju,a   K. A. Niradha Sachinthani,a   RaiAnna A. Hopson,a   Frederick M. McFarland,b   Song Guo,b   Arnold L. Rheingoldc  and  Toby L. Nelson*a  

* Corresponding authors

a Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma-74078, USA
E-mail: toby.nelson@okstate.edu

b Department of Chemistry and Biochemistry, The University of Southern Mississippi, Hattiesburg, MS 39406, USA

c Department of Chemistry, University of California, San Diego, La Jolla, CA 92093-0358, USA

Abstract

An eumelanin-inspired core derived from the natural product, vanillin (vanilla bean extract) was utilized for the synthesis of eumelanin-inspired small molecules and polymer via Sonogashira cross coupling. The materials demonstrate that the methyl 4,7-dibromo-5,6-dimethoxy-N-methyl-1H-indole-2-carboxylate core can serve as a new building block for organic semiconductors.

Graphical abstract: Eumelanin-inspired core derived from vanillin: a new building block for organic semiconductors

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Article information

DOI
https://doi.org/10.1039/C4CC09011J
Article type
Communication
Submitted
11 Nov 2014
Accepted
07 Jan 2015
First published
08 Jan 2015

Chem. Commun., 2015,51, 2957-2959

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Eumelanin-inspired core derived from vanillin: a new building block for organic semiconductors

S. Selvaraju, K. A. Niradha Sachinthani, R. A. Hopson, F. M. McFarland, S. Guo, A. L. Rheingold and T. L. Nelson, Chem. Commun., 2015, 51, 2957 DOI: 10.1039/C4CC09011J

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