Bond Formations between Two Nucleophiles: Transition Metal Catalyzed Oxidative Cross-Coupling Reactions

Liu, Chao; Zhang, Hua; Shi, Wei; Lei, Aiwen

doi:10.1021/cr100379j

Cited by 1,790 publications

(378 citation statements)

References 318 publications

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“…[1b,c] An important alternative is the oxidative coupling of two arylmetal compounds [2] where the reaction with Grignard reagents is particularly attractive due to the ease of their formation. The oxidative homocoupling of organomagnesium halides has been described with a range of different catalysts and stoichiometric oxidants.…”

Section: Introductionmentioning

confidence: 99%

Manganese‐Catalyzed Aerobic Heterocoupling of Aryl Grignard Reagents

2017

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An improved protocol has been developed for the MnCl2-catalyzed cross coupling of two arylmagnesium bromides under an atmosphere of dioxygen. The reaction is achieved with a 2:1 ratio between the Grignard reagents and 20% of MnCl2. Very good yields of the heterocoupling product can be obtained when the limiting Grignard regent undergoes very little homocoupling under the reaction conditions. Arylmagnesium bromides with p-methoxy, pdimethylamino, p-fluoro and p-chloro substituents were shown to give high yields in the cross coupling with a variety of substituted aryl Grignard reagents. Heterocyclic Grignard reagents, on the other hand, were less effective substrates for the transformation due to a rapid homocoupling with these reagents.

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Section: Introductionmentioning

confidence: 99%

Manganese‐Catalyzed Aerobic Heterocoupling of Aryl Grignard Reagents

2017

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“…Essas reações são muito importantes em síntese orgânica, sendo consideradas como uma das melhores abordagens em termos de formação de novas ligações C-C (Csp . [35][36][37][38][39][40] O reconhecimento da importância desse método foi dada pela concessão do Prêmio Nobel de 2010, outorgado aos pesquisadores japoneses Ei-ichi Negishi e Akira Suzuki e ao americano Richard Heck.…”

Section: Reações De Acoplamento Cruzadounclassified

An Overview of the Different Types of Catalysts in Organic Synthesis

Dias¹,

Ferreira²,

Cunha³

2012

Revista Virtual De Química

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Abstract:Since the mid-twentieth century, by economic and environmental factors, many researchers and some industries are investing in the development of syntheses and technologies that are environmentally friendly, producing less toxic waste and saving energy. Furthermore, the use of renewable raw materials, biomass and the development of asymmetric methods that provide products with high yields and selectivities becomes a major challenge for researchers in various fields that employ the catalytic process. This paper describes the importance of catalysis in organic synthesis of complex molecules, especially for the pharmaceutical and fine chemicals industries. Indeed, the industrial revolution caused by catalysis in different sectors such as petrochemicals, plastics, paper, among others, also became the subject of interest of this review.Keywords: Homogeneous catalysis; heterogeneous catalysis; biocatalysis; organocatalysis. ResumoDesde meados do século XX, por razões econômicas e ambientais, diversos pesquisadores e algumas indústrias investem no desenvolvimento de tecnologias sintéticas que sejam ambientalmente favoráveis, gerando menos resíduos tóxicos e com economia de energia. Além disso, os processos catalíticos e biocatalíticos associados ao uso de biomassas renováveis são de fundamental importância para a produção de matérias-primas quirais e aquirais com altos rendimentos e elevadas seletividades. Esse conjunto de paradigmas é um dos grandes desafios da atualidade para os pesquisadores nos diversos ramos da síntese orgânica.Este trabalho descreve a importância da catálise e da biocatálise na síntese orgânica de moléculas complexas, destacando-se os setores de química fina e fármacos. Além disso, a utilização crescente dos diversos processos catalíticos em diferentes setores industriais, tais como petroquímico, de papel e celulose, plásticos, e muitos outros também são assuntos de interesse desse trabalho de revisão.Palavras-chave: Catálise homogênea; catálise heterogênea; biocatálise; organocatálise.

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“…Usually, an oxidant is required to accept the hydrogen; therefore, it was named as oxidative cross-coupling. Until now, various oxidants have been developed including peroxides, copper salts, silver salts, and so on [4,7]. Oxygen gas is perhaps the most appealing oxidant for oxidative cross-couplings, as H 2 O is usually the side product.…”

Section: Introduction/generalmentioning

confidence: 99%