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A Readily Accessible Class of Chiral Cp Ligands and their Application in Ru II ‐Catalyzed Enantioselective Syntheses of Dihydrobenzoindoles
Author(s) -
Wang ShouGuo,
Park Sung Hwan,
Cramer Nicolai
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201802244
Subject(s) - enantioselective synthesis , cyclopentadienyl complex , steric effects , chemistry , catalysis , ligand (biochemistry) , stereochemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry
Chiral cyclopentadienyl (Cp x ) ligands have a large application potential in enantioselective transition‐metal catalysis. However, the development of concise and practical routes to such ligands remains in its infancy. We present a convenient and efficient two‐step synthesis of a novel class of chiral Cp x ligands with tunable steric properties that can be readily used for complexation, giving Cp x Rh I , Cp x Ir I , and Cp x Ru II complexes. The potential of this ligand class is demonstrated with the latter in the enantioselective cyclization of azabenzonorbornadienes with alkynes, affording dihydrobenzoindoles in up to 98:2 e.r., significantly outperforming existing binaphthyl‐derived Cp x ligands.