Abstract
The paper presents a new method for the formation of B-N bond by the catalytic insertion of nitrenes into organic boranes. The reaction proceeds most selectively for cyclic boranes with 2-phenylpyridine framework and nitrenes generated in situ by oxidation sulfonamides and sulfamates. The most effective catalysts for the process are rhodium and ruthenium carboxylates of [M2(OOCR)4]X type. Complexes with NTTL ligands derived from S-tert-leucine provide chiral products with stereogenic boron atoms. The developed approach can be useful for the introduction of boron heterocycles into functional materials and biologically active molecules.
Supplementary materials
Title
Supporting information
Description
Experimental procedures, mechanistic experiments, NMR spectra, HPLC traces, details of crystallographic experiments
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Title
X-ray structures
Description
Combined CIF file with X-ray structures for the compounds 2a, 2f, 2ab, 2jd, and 3a
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