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Enantioselective C(sp2)–H borylation of diarylmethylsilanes catalyzed by chiral pyridine-dihydroisoquinoline iridium complexes

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Abstract Enantioselective C(sp2)−H borylations of diarylmethylsilanes were catalyzed using iridium complexes with chiral pyridine-dihydroisoquinoline (PyDHIQ) ligands. High enantioselectivities (up to >99% ee) were observed for various substrates. A gram-scale synthesis… Click to show full abstract

Abstract Enantioselective C(sp2)−H borylations of diarylmethylsilanes were catalyzed using iridium complexes with chiral pyridine-dihydroisoquinoline (PyDHIQ) ligands. High enantioselectivities (up to >99% ee) were observed for various substrates. A gram-scale synthesis was achieved using 1 mol% of the catalyst to afford a 91% yield of the desired chiral borylated organosilane product with > 99% ee.

Keywords: chiral pyridine; pyridine dihydroisoquinoline; iridium complexes; enantioselective sp2; diarylmethylsilanes catalyzed

Journal Title: Tetrahedron
Year Published: 2020

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