Topic: 2-Azaallyl Anions and Sulfenate Anions: Unusual and Unexpected Reactivity
Spearker: Prof.Patrick J. Walsh （University of Pennsylvania）
Alan MacDiarmid Professor of Chemistry (2008-to present)
Professor of Chemistry, University of Pennsylvania (2005-present)
Associate Professor of Chemistry, University of Pennsylvania (2002-2005)
Assistant Professor of Chemistry, University of Pennsylvania (1999-2002)
Assistant Professor of Chemistry, San Diego State University (1994-1999)
1991-1994 NSF Postdoc., Scripps Research Institute (BarrySharpless)
1991 Ph.D. in Chemistry University of California, Berkeley (R. G. Bergman
ABSTRACT: The umpolung synthesis of diarylmethylamines via palladium-catalyzed arylation of 2-azaallyl anion intermediates and related reactions will be presented. Next, the observation that 2-azaallyl anions can behave as organic super-electron-donors (SED) will be introduced. Such unique behavior is illustrated in (i) generation of 2-azaallyl radicals from single-electron-transfer (SET) between 2-azaallyl anions and neutral ketimines, which then couple with vinyl bromides; (ii) generation of 2-azaallyl radicals from SET of 2-azaallyl anions with aryl and alkyl electrophiles, which generate aryl and alkyl radicals leading to formation of C–C bonds. Finally, some novel organocatalysts will be described.
Date: 5th Jan. 2018 (Friday)
Time: 16:00 p.m.
Venue: Academic Lecture Hall of the Shixian Building, NKU
