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Enhanced basicity of an electron donor-acceptor complex
Bernard G Stevenson1, Amanada V Prascsak2, Annemarie A Lee1
1Department of Chemistry, State University of New York Binghamton, 4400 Vestal Parkway East, Binghamton, NY 13902, USA. jswierk@binghamton.edu.
Abstract:
An electron donor-acceptor (EDA) complex forms between 1,4-dicyanobenzene and N-phenylpyrrolidine, which are coupling partners for the α-aminoarylation photoredox reaction. Calculations and experiments demonstrate the EDA complex is a better base than N-phenylpyrroline. A re-analysis of the α-aminoarylation reaction suggests that the EDA complex is a proton acceptor in the reaction.
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