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Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose

The direct addition of ortho C–H bonds in various aromatic compounds such as ketones, esters, imines, imidates, nitriles, and aldehydes to olefins and acetylenes can be achieved with the aid of transition metal catalysts. The ruthenium catalyzed reaction is usually highly efficient and useful as a g...

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Autor principal: MURAI, Shinji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Japan Academy 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3165906/
https://www.ncbi.nlm.nih.gov/pubmed/21558759
http://dx.doi.org/10.2183/pjab.87.230
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author MURAI, Shinji
author_facet MURAI, Shinji
author_sort MURAI, Shinji
collection PubMed
description The direct addition of ortho C–H bonds in various aromatic compounds such as ketones, esters, imines, imidates, nitriles, and aldehydes to olefins and acetylenes can be achieved with the aid of transition metal catalysts. The ruthenium catalyzed reaction is usually highly efficient and useful as a general synthetic method. The coordination to the metal center by a heteroatom in a directing group such as carbonyl and imino groups in aromatic compounds is the key step in this process. Mechanistically, the reductive elimination to form a C–C bond is the rate-determining step, while the C–H bond cleavage step is not.
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spelling pubmed-31659062012-03-13 Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose MURAI, Shinji Proc Jpn Acad Ser B Phys Biol Sci Review The direct addition of ortho C–H bonds in various aromatic compounds such as ketones, esters, imines, imidates, nitriles, and aldehydes to olefins and acetylenes can be achieved with the aid of transition metal catalysts. The ruthenium catalyzed reaction is usually highly efficient and useful as a general synthetic method. The coordination to the metal center by a heteroatom in a directing group such as carbonyl and imino groups in aromatic compounds is the key step in this process. Mechanistically, the reductive elimination to form a C–C bond is the rate-determining step, while the C–H bond cleavage step is not. The Japan Academy 2011-05-11 /pmc/articles/PMC3165906/ /pubmed/21558759 http://dx.doi.org/10.2183/pjab.87.230 Text en © 2011 The Japan Academy This is an open access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Review
MURAI, Shinji
Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
title Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
title_full Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
title_fullStr Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
title_full_unstemmed Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
title_short Transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
title_sort transition metal catalyzed manipulation of non-polar carbon–hydrogen bonds for synthetic purpose
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3165906/
https://www.ncbi.nlm.nih.gov/pubmed/21558759
http://dx.doi.org/10.2183/pjab.87.230
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