Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity

Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity

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 mig...

Full description

Saved in:
Bibliographic Details
Main Authors: Ming, Jialin, Hayashi, Tamio
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Science::Chemistry
Reagents
Hydrocarbons
Online Access:https://hdl.handle.net/10356/138714
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-138714
record_format dspace
spelling sg-ntu-dr.10356-1387142020-05-12T03:47:34Z Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity Ming, Jialin Hayashi, Tamio School of Physical and Mathematical Sciences Science::Chemistry Reagents Hydrocarbons 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. MOE (Min. of Education, S’pore) 2020-05-12T03:47:34Z 2020-05-12T03:47:34Z 2018 Journal Article Ming, J., & Hayashi, T. (2018). Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity. Organic Letters, 20(19), 6188-6192. doi:10.1021/acs.orglett.8b02668 1523-7060 https://hdl.handle.net/10356/138714 10.1021/acs.orglett.8b02668 30232894 2-s2.0-85053836987 19 20 6188 6192 en Organic Letters © 2018 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Science::Chemistry
Reagents
Hydrocarbons
spellingShingle Science::Chemistry
Reagents
Hydrocarbons
Ming, Jialin
Hayashi, Tamio
Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Ming, Jialin
Hayashi, Tamio
format Article
author Ming, Jialin
Hayashi, Tamio
author_sort Ming, Jialin
title Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
title_short Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
title_full Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
title_fullStr Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
title_full_unstemmed Rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
title_sort rhodium-catalyzed arylzincation of alkynes : ligand control of 1,4-migration selectivity
publishDate 2020
url https://hdl.handle.net/10356/138714
_version_ 1681056504543707136

Similar Items