C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions

C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions

(Equation Presented) Biaryl bromides such as 1 (R=NO2, H, OMe) undergo the Heck reaction to give both the expected products 3 ("retention") as well as "crossover" products 4 derived from a migration of Pd and net transfer of reactivity from one aryl ring to the other. Under the c...

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Main Authors: Gunter Karig, Maria Teresa Moon, Nopporn Thasana, Timothy Gallagher
Other Authors: University of Bristol
Format: Article
Published: 2018
Subjects:
Biochemistry, Genetics and Molecular Biology
Chemistry
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/20043
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spelling th-mahidol.200432018-07-24T09:58:26Z C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions Gunter Karig Maria Teresa Moon Nopporn Thasana Timothy Gallagher University of Bristol Chulabhorn Research Institute Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry (Equation Presented) Biaryl bromides such as 1 (R=NO2, H, OMe) undergo the Heck reaction to give both the expected products 3 ("retention") as well as "crossover" products 4 derived from a migration of Pd and net transfer of reactivity from one aryl ring to the other. Under the conditions used, crossover is increasingly favored when electron-deficient arenes are involved. Crossover products derived from transfer onto the pyridine ring have also been observed. 2018-07-24T02:56:26Z 2018-07-24T02:56:26Z 2002-09-05 Article Organic Letters. Vol.4, No.18 (2002), 3115-3118 10.1021/ol026426v 15237060 2-s2.0-0001651123 https://repository.li.mahidol.ac.th/handle/123456789/20043 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0001651123&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Gunter Karig
Maria Teresa Moon
Nopporn Thasana
Timothy Gallagher
C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
description (Equation Presented) Biaryl bromides such as 1 (R=NO2, H, OMe) undergo the Heck reaction to give both the expected products 3 ("retention") as well as "crossover" products 4 derived from a migration of Pd and net transfer of reactivity from one aryl ring to the other. Under the conditions used, crossover is increasingly favored when electron-deficient arenes are involved. Crossover products derived from transfer onto the pyridine ring have also been observed.
author2 University of Bristol
author_facet University of Bristol
Gunter Karig
Maria Teresa Moon
Nopporn Thasana
Timothy Gallagher
format Article
author Gunter Karig
Maria Teresa Moon
Nopporn Thasana
Timothy Gallagher
author_sort Gunter Karig
title C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
title_short C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
title_full C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
title_fullStr C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
title_full_unstemmed C-H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
title_sort c-h activation and palladium migration within biaryls under heck reaction conditions
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/20043
_version_ 1763495036548284416

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