Difluoromethane as a precursor to difluoromethyl borates. Academic Article uri icon

Overview

abstract

  • Difluoromethane (CF2H2) is an ecologically-friendly refrigerant which holds promise as a source of CF2H-. However, the weak acidity (pKa = 35-41) and low stability of the conjugate base have prevented its utilization as a chemical feedstock. In this manuscript, we use a Lewis pair approach to deprotonate CF2H2 and capture CF2H- as R3B-CF2H- adducts. One reagent can be used as a base-free Suzuki reagent in palladium-mediated difluoromethylation, where CF2H- transfer is templated by precoordination to an azaborine derived R3B-CF2H- reagent.

publication date

  • April 25, 2019

Identity

Scopus Document Identifier

  • 85064992295

Digital Object Identifier (DOI)

  • 10.1039/c9cc01565e

PubMed ID

  • 30969308

Additional Document Info

volume

  • 55

issue

  • 35