N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles
Publication type: Journal Article
Publication date: 2019-06-17
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
31247808
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A facile regioselective switch for nickel-catalyzed hydroarylation of vinylarenes with benzothiazoles has been developed, which relies on the simple structural variation of novel Ni(II) complexes of the type Ni(NHC)[P(OR)3]Br2. Using magnesium turnings as the reductant, Ni(IMes)[P(OEt)3]Br2 afforded branched products, while Ni(IPr*OMe)[P(OEt)3]Br2 created steric demand to afford linear products. This work also provides a rare example of the rational design of heteroleptic Ni(II) complexes that display the required air stability, reactivity, and regioselectivity via synergism between NHC and phosphite ligands.
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30
Total citations:
30
Citations from 2025:
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(10%)
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GOST
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Li R. P. et al. N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles // Organic Letters. 2019. Vol. 21. No. 13. pp. 5055-5058.
GOST all authors (up to 50)
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Li R. P., Shen Z. W., Wu Q. J., Zhang J., Sun H. N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles // Organic Letters. 2019. Vol. 21. No. 13. pp. 5055-5058.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.9b01645
UR - https://doi.org/10.1021/acs.orglett.9b01645
TI - N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles
T2 - Organic Letters
AU - Li, Rui Peng
AU - Shen, Zheng Wang
AU - Wu, Qin Jia
AU - Zhang, Jie
AU - Sun, Hongmei
PY - 2019
DA - 2019/06/17
PB - American Chemical Society (ACS)
SP - 5055-5058
IS - 13
VL - 21
PMID - 31247808
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Li,
author = {Rui Peng Li and Zheng Wang Shen and Qin Jia Wu and Jie Zhang and Hongmei Sun},
title = {N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.orglett.9b01645},
number = {13},
pages = {5055--5058},
doi = {10.1021/acs.orglett.9b01645}
}
Cite this
MLA
Copy
Li, Rui Peng, et al. “N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles.” Organic Letters, vol. 21, no. 13, Jun. 2019, pp. 5055-5058. https://doi.org/10.1021/acs.orglett.9b01645.