Trapping of Difluorocarbene by Frustrated Lewis Pairs

Vladimir O Smirnov; Alexander D Volodin; Alexander A Korlyukov; Alexander D Dilman

doi:10.1002/anie.202001354

Trapping of Difluorocarbene by Frustrated Lewis Pairs

Angew Chem Int Ed Engl. 2020 Jul 20;59(30):12428-12431. doi: 10.1002/anie.202001354. Epub 2020 Mar 26.

Authors

Vladimir O Smirnov¹, Alexander D Volodin², Alexander A Korlyukov^{2

3}, Alexander D Dilman¹

Affiliations

¹ N. D. Zelinsky Institute of Organic Chemistry, 119991, Moscow, Leninsky prosp. 47, Russian Federation.
² A. N. Nesmeyanov Institute of Organoelement Compounds, 119991, Moscow, Vavilov str. 28, Russian Federation.
³ N. I. Pirogov Russian National Research Medical University, Ostrovitianov str., 1, 117997, Moscow, Russian Federation.

PMID: 32160367
DOI: 10.1002/anie.202001354

Abstract

Frustrated Lewis pairs consisting of diphenylphosphino and boryl groups located at the ortho-position can trap difluorocarbene affording stable zwitterionic adducts. The reaction can be reversed to release difluorocarbene at elevated temperatures.

Keywords: difluorocarbene; frustrated Lewis pairs; intermediates; organofluorine; phosphinoboranes.