Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity
Publication type: Journal Article
Publication date: 2018-09-20
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30232894
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The addition of arylzinc reagents ArZnCl 1 to alkynes 2 was found to be catalyzed by rhodium complexes in the presence of a catalytic amount of zinc chloride. The selectivity in giving 2-arylalkenylzinc species 3 or ortho-alkenylarylzinc species 4, the latter of which is generated through 1,4-Rh migration from alkenyl to aryl in the catalytic cycle, is controlled by the ligands on rhodium. Ligands cod and binap gave 3 and 4, respectively, with high selectivity.
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18
Total citations:
18
Citations from 2024:
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(11%)
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GOST
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Ming J., Hayashi T. Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity // Organic Letters. 2018. Vol. 20. No. 19. pp. 6188-6192.
GOST all authors (up to 50)
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Ming J., Hayashi T. Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity // Organic Letters. 2018. Vol. 20. No. 19. pp. 6188-6192.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b02668
UR - https://doi.org/10.1021/acs.orglett.8b02668
TI - Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity
T2 - Organic Letters
AU - Ming, Jialin
AU - Hayashi, Tamio
PY - 2018
DA - 2018/09/20
PB - American Chemical Society (ACS)
SP - 6188-6192
IS - 19
VL - 20
PMID - 30232894
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Ming,
author = {Jialin Ming and Tamio Hayashi},
title = {Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.orglett.8b02668},
number = {19},
pages = {6188--6192},
doi = {10.1021/acs.orglett.8b02668}
}
Cite this
MLA
Copy
Ming, Jialin, and Tamio Hayashi. “Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity.” Organic Letters, vol. 20, no. 19, Sep. 2018, pp. 6188-6192. https://doi.org/10.1021/acs.orglett.8b02668.