Meta Selective C–H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction
Jagriti Chaturvedi, Chabush Haldar, Ranjana Bisht, Gajanan Pandey, Buddhadeb Chattopadhyay
Abstract
An electrostatically directed meta borylation of sterically biased and unbiased substrates is described. The borylation follows an electrostatic interaction between the partially positive and negative charges between the ligand and substrate. With this strategy, it has been demonstrated that a wide number of challenging substrates, especially 4-substituted substrates, can selectively be borylated at the meta position. Moreover, unsubstituted substrates also displayed excellent meta selectivity. The reaction employs a bench-stable ligand and proceeds at a milder temperature, precluding the need to synthesize a bulky and sophisticated ligand/template.
Topics & Concepts
BorylationChemistrySteric effectsLigand (biochemistry)Substrate (aquarium)Combinatorial chemistrySelectivityStereochemistryOrganic chemistryCatalysisReceptorBiochemistryAlkylOceanographyArylGeologyOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions