Enhanced basicity of an electron donor–acceptor complex. Issue 20 (17th February 2023)

• Record Type: Journal Article
• Authors: Stevenson, Bernard G.; Prascsak, Amanada V.; Lee, Annemarie A.; Talbott, Eric D.; Fredin, Lisa A.; Swierk, John R.
• Is Part Of: Chemical communications. Volume 59:Issue 20(2023)
• Page Start: 2943
• Page End: 2945
• Publication Date: 2023-02-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc05985a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Formation of an electron donor–acceptor (EDA) complex increases the basicity of an amine, allowing the EDA complex to function as a primary proton acceptor in a photoredox reaction. 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.