Nickel-Catalyzed Secondary Benzylic C–O Bond Borylation
Publication type: Journal Article
Publication date: 2024-09-09
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
39248646
Abstract
A remote steric hindrance ligand (m-tBu)2C6H3PCy2 (L1) was synthesized to promote Ni-catalyzed C–O bond activation. The reaction achieved high yields for secondary benzylic C(sp3)–O borylation in non-π-extended systems under mild conditions. Mechanistic studies indicate that the nickel complex containing 1 equiv of L1 serves as the active catalyst, while increased loading of L1 gives the inactive bisligated Ni species. Acetanilide is crucial for the cross-coupling reaction, which facilitates generation of the monoligated nickel species.
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Li P. et al. Nickel-Catalyzed Secondary Benzylic C–O Bond Borylation // Organic Letters. 2024. Vol. 26. No. 37. pp. 7932-7937.
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Li P., Zhang C., Zhang C., Wang J., Wang J., Zhang L. Nickel-Catalyzed Secondary Benzylic C–O Bond Borylation // Organic Letters. 2024. Vol. 26. No. 37. pp. 7932-7937.
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TY - JOUR
DO - 10.1021/acs.orglett.4c02920
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.4c02920
TI - Nickel-Catalyzed Secondary Benzylic C–O Bond Borylation
T2 - Organic Letters
AU - Li, Pengfei
AU - Zhang, Chenyan
AU - Zhang, Chen-yan
AU - Wang, Jiaqi
AU - Wang, J
AU - Zhang, Lei
PY - 2024
DA - 2024/09/09
PB - American Chemical Society (ACS)
SP - 7932-7937
IS - 37
VL - 26
PMID - 39248646
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2024_Li,
author = {Pengfei Li and Chenyan Zhang and Chen-yan Zhang and Jiaqi Wang and J Wang and Lei Zhang},
title = {Nickel-Catalyzed Secondary Benzylic C–O Bond Borylation},
journal = {Organic Letters},
year = {2024},
volume = {26},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.4c02920},
number = {37},
pages = {7932--7937},
doi = {10.1021/acs.orglett.4c02920}
}
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MLA
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Li, Pengfei, et al. “Nickel-Catalyzed Secondary Benzylic C–O Bond Borylation.” Organic Letters, vol. 26, no. 37, Sep. 2024, pp. 7932-7937. https://pubs.acs.org/doi/10.1021/acs.orglett.4c02920.