Enhanced basicity of an electron donor-acceptor complex.

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.