Ruthenium Catalysts for the Alkylation of Functionalized Arenes and Heteroaromatic Substrates via Hydroarylation

Burns, David J.; Kozhushkov, Sergei I.; Ackermann, Lutz

doi:10.1002/9783527697649.ch2

Cited by 1 publication

(2 citation statements)

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“…Olefins are inexpensive feedstock chemicals that have been used in various C–H activations, utilizing a wide range of transition metals and leading to a very diverse set of products. Among these reactions, hydroarylations represent the most atom-economic transformation. , In 2015, Ackermann et al reported on the ruthenium(II)-catalyzed hydroarylation of alkenes 12 with aromatic benzamides 39 (Scheme a) . MesCO 2 K and MesCO 2 H were identified as the optimal additives, along with catalytic amounts of [RuCl 2 ( p -cymene)] 2 , with water outperforming commonly used organic solvents.…”

Section: Water As Medium For Ruthenium-catalyzed C–h Activationsmentioning

confidence: 99%

“…Among these reactions, hydroarylations represent the most atom-economic transformation. 90,91 In 2015, Ackermann et al reported on the ruthenium(II)catalyzed hydroarylation of alkenes 12 with aromatic benzamides 39 (Scheme 8a). 92 MesCO 2 K and MesCO 2 H were identified as the optimal additives, along with catalytic amounts of [RuCl 2 (p-cymene)] 2 , with water outperforming commonly used organic solvents.…”

Section: ■ Introductionmentioning

confidence: 99%

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Sustainable Ruthenium(II)-Catalyzed C–H Activations in and on H₂O

Kaplaneris

Vilches‐Herrera

et al. 2022

ACS Sustainable Chem. Eng.

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Catalyzed C−H activation has surfaced as an enabling tool for molecular assembly, with a plethora of translational applications. The enormous developments toward the utilization of ubiquitous C−H bonds as latent functionalities has thus enabled the efficient assembly of increasingly complex scaffolds. Recently, a paradigm shift has occurred to enable sustainable, industry-relevant C−H functionalization manifolds. Among the most prominent transition metals for C−H activations, ruthenium offers several salient features, including cost-effective, robust, and mild C−H activations with unique reactivities for remote functionalization. Indeed, ruthenium(II) catalysis by carboxylate assistance offers a highly functional group tolerant and predictable toolbox for directed as well as nondirected C−H functionalizations, with a major impact to improve the sustainability in industrial settings. These assets have allowed the use of nontoxic, nonflammable, and cost-effective H 2 O as a reaction medium for sustainable ruthenium(II)-catalyzed C−H activations. In this perspective, we summarize the potential of water for sustainable ruthenium(II)-catalyzed C−H activations up to February 2022.

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Section: Water As Medium For Ruthenium-catalyzed C–h Activationsmentioning

confidence: 99%