Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes

Abstract Carboxylic acids (CAs) are one of the most ubiquitous and important chemical feedstocks available from biorenewable resources, CO2, and the petrochemical industry. Unfortunately, chemoselective catalytic transformations of CH n CO2H (n = 1–3) groups into other functionalities remain a signi...

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Autores principales:	Masayuki Naruto, Santosh Agrawal, Katsuaki Toda, Susumu Saito
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2017
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/f2730b68b4904809be7b3cbcf59e2dc8
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spelling	oai:doaj.org-article:f2730b68b4904809be7b3cbcf59e2dc82021-12-02T15:05:25ZCatalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes10.1038/s41598-017-03436-y2045-2322https://doaj.org/article/f2730b68b4904809be7b3cbcf59e2dc82017-06-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-03436-yhttps://doaj.org/toc/2045-2322Abstract Carboxylic acids (CAs) are one of the most ubiquitous and important chemical feedstocks available from biorenewable resources, CO2, and the petrochemical industry. Unfortunately, chemoselective catalytic transformations of CH n CO2H (n = 1–3) groups into other functionalities remain a significant challenge. Herein, we report rheniumV complexes as extremely effective precatalysts for this purpose. Compared to previously reported heterogeneous and homogeneous catalysts derived from high- or low-valent metals, the present method involves a α-C–H bond functionalization, a hydrogenation, and a hydrogenolysis, which affords functionalized alcohols with a wide substrate scope and high chemoselectivity under relatively mild reaction conditions. The results represent an important step toward a paradigm shift from ‘low-valent’ to ‘high-valent’ metal complexes by exploring a new portfolio of selective functional group transformations of highly oxygenated organic substrates, as well as toward the exploitation of CAs as a valuable biorenewable feedstock.Masayuki NarutoSantosh AgrawalKatsuaki TodaSusumu SaitoNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-12 (2017)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Masayuki Naruto Santosh Agrawal Katsuaki Toda Susumu Saito Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
description	Abstract Carboxylic acids (CAs) are one of the most ubiquitous and important chemical feedstocks available from biorenewable resources, CO2, and the petrochemical industry. Unfortunately, chemoselective catalytic transformations of CH n CO2H (n = 1–3) groups into other functionalities remain a significant challenge. Herein, we report rheniumV complexes as extremely effective precatalysts for this purpose. Compared to previously reported heterogeneous and homogeneous catalysts derived from high- or low-valent metals, the present method involves a α-C–H bond functionalization, a hydrogenation, and a hydrogenolysis, which affords functionalized alcohols with a wide substrate scope and high chemoselectivity under relatively mild reaction conditions. The results represent an important step toward a paradigm shift from ‘low-valent’ to ‘high-valent’ metal complexes by exploring a new portfolio of selective functional group transformations of highly oxygenated organic substrates, as well as toward the exploitation of CAs as a valuable biorenewable feedstock.
format	article
author	Masayuki Naruto Santosh Agrawal Katsuaki Toda Susumu Saito
author_facet	Masayuki Naruto Santosh Agrawal Katsuaki Toda Susumu Saito
author_sort	Masayuki Naruto
title	Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
title_short	Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
title_full	Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
title_fullStr	Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
title_full_unstemmed	Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
title_sort	catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes
publisher	Nature Portfolio
publishDate	2017
url	https://doaj.org/article/f2730b68b4904809be7b3cbcf59e2dc8
work_keys_str_mv	AT masayukinaruto catalytictransformationoffunctionalizedcarboxylicacidsusingmultifunctionalrheniumcomplexes AT santoshagrawal catalytictransformationoffunctionalizedcarboxylicacidsusingmultifunctionalrheniumcomplexes AT katsuakitoda catalytictransformationoffunctionalizedcarboxylicacidsusingmultifunctionalrheniumcomplexes AT susumusaito catalytictransformationoffunctionalizedcarboxylicacidsusingmultifunctionalrheniumcomplexes
_version_	1718388867385524224

Catalytic transformation of functionalized carboxylic acids using multifunctional rhenium complexes

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