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Theory of Hydride-Proton Transfer (HPT) Carbonyl Reduction by [Os III (tpy)(Cl)(NH=CHCH 3 )(NSAr)]

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/ja106403e· OSTI ID:1387477
Quantum mechanical analysis reveals that carbonyl reduction of aldehydes and ketones by the imine-based reductant cis-[OsIII(tpy)(Cl)(NH=CHCH3)(NSAr)] (2), which is accessible by reduction of the analogous nitrile, occurs by hydride-proton transfer (HPT) involving both the imine and sulfilimido ligands. In carbonyl reduction, water or alcohol is necessary to significantly lower the barrier for proton shuttling between ligands. The -N(H)SAr group activates the carbonyl group through hydrogen bonding while the -NC(H)CH3 ligand delivers the hydride.
Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Center for Solar Fuels (UNC EFRC)
Sponsoring Organization:
USDOE SC Office of Basic Energy Sciences (SC-22)
DOE Contract Number:
SC0001011
OSTI ID:
1387477
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 46 Vol. 132; ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English