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CAS: 1416368-06-3
MF: C69H58N2O2
MW: 947.21102
Synonyms:

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Nilay Hazari

Yale University
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John Montgomery

University of Michigan
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Co-reporter: Zachary D. Miller;Ruth Dorel ; John Montgomery
pp: 9088-9091
Publication Date(Web):
DOI: 10.1002/anie.201503521

Abstract

Methods for the highly stereoselective and regiodivergent hydrosilylation of 1,3-disubstituted allenes have been developed. The synthesis of E allylsilanes is accomplished with palladium NHC catalysts, and trisubstituted Z alkenylsilanes are accessed with nickel NHC catalysts. Unsymmetrically substituted allenes are well tolerated with nickel catalysis and afford Z alkenylsilanes. Evidence for a plausible mechanism was obtained through an isotopic double-labeling crossover study.

Alexandra Slawin

University of St Andrews
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Dr David Cordes

University of St Andrews
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Steven P. Nolan

University of St. Andrews
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Co-reporter: Dr. José A. Fernández-Salas;Enrico Marelli;Dr. David B. Cordes; Alexra M. Z. Slawin;Dr. Steven P. Nolan
pp: 3906-3909
Publication Date(Web):
DOI: 10.1002/chem.201406457

Abstract

A general methodology for the α-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr*)(cin)Cl] (1 c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni–N-heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play.