Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes

[Image: see text] We have developed an efficient synthesis of both (Z)- and (E)-chlorohaloalkenes via hydrochlorination of haloalkynes, based on two distinct hydrogen-bond-network-assisted catalytic systems: Brønsted acid catalysis and gold catalysis. Both systems offer high stereoselectivity, good...

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Autores principales: Zeng, Xiaojun, Liu, Shiwen, Hammond, Gerald B., Xu, Bo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6207084/
https://www.ncbi.nlm.nih.gov/pubmed/30410816
http://dx.doi.org/10.1021/acscatal.7b03563
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author Zeng, Xiaojun
Liu, Shiwen
Hammond, Gerald B.
Xu, Bo
author_facet Zeng, Xiaojun
Liu, Shiwen
Hammond, Gerald B.
Xu, Bo
author_sort Zeng, Xiaojun
collection PubMed
description [Image: see text] We have developed an efficient synthesis of both (Z)- and (E)-chlorohaloalkenes via hydrochlorination of haloalkynes, based on two distinct hydrogen-bond-network-assisted catalytic systems: Brønsted acid catalysis and gold catalysis. Both systems offer high stereoselectivity, good chemical yields, and diverse functional group tolerance.
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spelling pubmed-62070842018-12-15 Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes Zeng, Xiaojun Liu, Shiwen Hammond, Gerald B. Xu, Bo ACS Catal [Image: see text] We have developed an efficient synthesis of both (Z)- and (E)-chlorohaloalkenes via hydrochlorination of haloalkynes, based on two distinct hydrogen-bond-network-assisted catalytic systems: Brønsted acid catalysis and gold catalysis. Both systems offer high stereoselectivity, good chemical yields, and diverse functional group tolerance. American Chemical Society 2017-12-15 2018-02-02 /pmc/articles/PMC6207084/ /pubmed/30410816 http://dx.doi.org/10.1021/acscatal.7b03563 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Zeng, Xiaojun
Liu, Shiwen
Hammond, Gerald B.
Xu, Bo
Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes
title Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes
title_full Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes
title_fullStr Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes
title_full_unstemmed Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes
title_short Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes
title_sort hydrogen-bonding-assisted brønsted acid and gold catalysis: access to both (e)- and (z)-1,2-haloalkenes via hydrochlorination of haloalkynes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6207084/
https://www.ncbi.nlm.nih.gov/pubmed/30410816
http://dx.doi.org/10.1021/acscatal.7b03563
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