94838-82-1Relevant articles and documents
Photo-induced thiolate catalytic activation of inert Caryl-hetero bonds for radical borylation
K?nig, Burkhard,Wang, Hua,Wang, Shun
, p. 1653 - 1665 (2021/06/17)
Substantial effort is currently being devoted to obtaining photoredox catalysts with high redox power. Yet, it remains challenging to apply the currently established methods to the activation of bonds with high bond dissociation energy and to substrates with high reduction potentials. Herein, we introduce a novel photocatalytic strategy for the activation of inert substituted arenes for aryl borylation by using thiolate as a catalyst. This catalytic system exhibits strong reducing ability and engages non-activated Caryl–F, Caryl–X, Caryl–O, Caryl–N, and Caryl–S bonds in productive radical borylation reactions, thus expanding the available aryl radical precursor scope. Despite its high reducing power, the method has a broad substrate scope and good functional-group tolerance. Spectroscopic investigations and control experiments suggest the formation of a charge-transfer complex as the key step to activate the substrates.
Electronic effects in iridium C-H borylations: Insights from unencumbered substrates and variation of boryl ligand substituents
Vanchura II, Britt A.,Preshlock, Sean M.,Roosen, Philipp C.,Kallepalli, Venkata A.,Staples, Richard J.,Maleczka Jr., Robert E.,Singleton, Daniel A.,Smith III, Milton R.
supporting information; experimental part, p. 7724 - 7726 (2010/12/20)
Experiment and theory favour a model of C-H borylation where significant proton transfer character exists in the transition state. The Royal Society of Chemistry.
