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Formal Ir-Catalyzed Ligand-Enabled Ortho and Meta Borylation of Aromatic Aldehydes via in Situ-Generated Imines
- Bisht, Ranjana, Chattopadhyay, Buddhadeb
- Journal of the American Chemical Society 2016 v.138 no.1 pp. 84-87
- aldehydes, catalysts, electrostatic interactions, ligands
- The ligand-enabled development of ortho and meta C–H borylation of aromatic aldehydes is reported. It was envisaged that while ortho borylation could be achieved using tert-butylamine as the traceless protecting/directing group, meta borylation proceeds via an electrostatic interaction and a secondary interaction between the ligand of the catalyst and the substrate. These ligand–substrate electrostatic interactions and secondary B–N interactions provide an unprecedented controlling factor for meta-selective C–H activation/borylation.