Submitted by jag4016 on September 24, 2021 - 1:41pm
Title | Difluoromethane as a precursor to difluoromethyl borates. |
Publication Type | Journal Article |
Year of Publication | 2019 |
Authors | Geri JB, Aguilera EY, Szymczak NK |
Journal | Chem Commun (Camb) |
Volume | 55 |
Issue | 35 |
Pagination | 5119-5122 |
Date Published | 2019 Apr 25 |
ISSN | 1364-548X |
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. |
DOI | 10.1039/c9cc01565e |
Alternate Journal | Chem Commun (Camb) |
PubMed ID | 30969308 |