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A Masked Cuprous Hydride as a Catalyst for Carbonyl Hydrosilylation in Aqueous Solutions
Author(s) -
Ritter Florian,
Mukherjee Debabrata,
Spaniol Thomas P.,
Hoffmann Alexander,
Okuda Jun
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201811890
Subject(s) - hydrosilylation , chemistry , catalysis , cationic polymerization , adduct , hydride , aqueous solution , medicinal chemistry , thermal stability , carbene , polymer chemistry , inorganic chemistry , organic chemistry , metal
Redox‐unstable cuprous hydridotriphenylborate was isolated as an N‐heterocyclic carbene adduct [(IPr)Cu(HBPh 3 )] (IPr=1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene) with good thermal stability. Although this compound displays a contact ion‐pair structure, Cu I H‐like catalytic activity was envisaged in carbonyl hydrosilylation. Sufficient moisture stability allowed the catalysis in aqueous/organic media. Mechanistic study further showed that a phenyl group on the borate anion is abstracted by [(IPr)Cu] + to give the cationic organocopper complex [(IPr) 2 Cu 2 (μ‐Ph)][BPh 4 ].