Tripodal S‑Ligand Complexes of Copper(I) as
Catalysts for Alkene Aziridination, Sulfide Sulfimidation, and C–H
Amination
Version 2 2017-05-24, 12:22
Version 1 2017-03-30, 15:20
Posted on 2017-05-24 - 12:22
Copper(I) complexes
of tris(thioimidazolyl)borates (R′TmR), including
[Cu(TmPh)(PR″3)] (R″ = Ph, Cu1; Cy, Cu2) and [Cu(R′TmPh)(PR″3)]+ (R′ = N-methylimidazole; R″ = Ph, Cy) were prepared and characterized
by spectroscopic methods. The X-ray crystal structures of Cu1 and Cu2 feature a tripodal TmPh ligand coordinated
in κ3-S,S,S mode. Using Cu2 as a catalyst
(loading: 1 mol %), the aziridination of styrenes and sulfimidation
of thioanisoles with PhINTs at RT for 3 and 0.5 h, respectively,
both resulted in product yields of up to 99%. Cu2 also
catalyzed intramolecular amination of the aryl C–H bond of
vinyl azides with up to 98% yield. DFT calculations were performed
to gain insight into the mechanism of the Cu2-catalyzed
aziridination reaction.
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Lam, Tsz Lung; Tso, Ken Chi-Hang; Cao, Bei; Yang, Chen; Chen, Daqing; Chang, Xiao-Yong; et al. (2017). Tripodal S‑Ligand Complexes of Copper(I) as
Catalysts for Alkene Aziridination, Sulfide Sulfimidation, and C–H
Amination. ACS Publications. Collection. https://doi.org/10.1021/acs.inorgchem.7b00226
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AUTHORS (8)
TL
Tsz Lung Lam
KT
Ken Chi-Hang Tso
BC
Bei Cao
CY
Chen Yang
DC
Daqing Chen
XC
Xiao-Yong Chang
JH
Jie-Sheng Huang
CC
Chi-Ming Che