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Issue 35, 2019
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Difluoromethane as a precursor to difluoromethyl borates

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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.

Graphical abstract: Difluoromethane as a precursor to difluoromethyl borates

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Supplementary files

Article information


Submitted
24 Feb 2019
Accepted
01 Apr 2019
First published
10 Apr 2019

Chem. Commun., 2019,55, 5119-5122
Article type
Communication

Difluoromethane as a precursor to difluoromethyl borates

J. B. Geri, E. Y. Aguilera and N. K. Szymczak, Chem. Commun., 2019, 55, 5119
DOI: 10.1039/C9CC01565E

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