Ritter Reactions between Alcohols and Acetonitrile Mediated by the Conducting Polymer Poly-(3,4-ethylenedioxy Thiophene) (PEDOT) |
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| Authors: | John G D'Angelo Jeremy A Cody Christian Larrabee Danica J Ostrander Kyle W Rugg Donna Mamangun |
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| Institution: | 1. Department of Chemistry , Alfred University , Alfred , New York , USA dangelo@alfred.edu;3. School of Chemistry and Materials Sciences , Rochester Institute of Technology , Rochester , New York , USA;4. Department of Chemistry , Alfred University , Alfred , New York , USA;5. Department of Chemistry , University of Connecticut , Storrs , Connecticut , USA |
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| Abstract: | Herein, we report new reactivity of the conducting polymer, poly-(3,4-ethylenedioxy thiophene) (PEDOT), where PEDOT mediates a Ritter reaction between alcohols and acetonitrile. The yields were variable and in most cases competitive with results obtained using sulfuric acid. Attempts at a stoichiometric reaction between benzonitrile and diphenylmethanol are also reported herein. Finally, described here are preliminary mechanistic studies that suggest PEDOT is behaving as an alcohol-selective or specific Lewis acid. Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for full experimental and spectral details. |
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| Keywords: | Alcohol amide conducting polymer PEDOT Ritter |
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