Ligand-enabled and magnesium-activated hydrogenation with earth-abundant cobalt catalysts

Han, Bo; Zhang, Miaomiao; Jiao, Hongmei; Ma, Haojie; Wang, Ji‐Jiang; Zhang, Yuqi

doi:10.1039/d1ra07266h

Cited by 2 publications

(1 citation statement)

References 54 publications

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“…To develop cost-effective hydrogenation protocols, the replacement of precious transition metals with earth-abundant, low-cost, first-row metals is contemporary and highly desirable in terms of sustainability [ 38 , 39 , 40 , 41 , 42 , 43 ]. Zinc, as a typical first-row transition metal, is abundant, inexpensive, and nontoxic, having been applied in a wide range of chemical reactions [ 44 , 45 , 46 , 47 ].…”

Section: Introductionmentioning

confidence: 99%

Zn-Catalyzed Regioselective and Chemoselective Reduction of Aldehydes, Ketones and Imines

Zhang

Jiao

et al. 2022

IJMS

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An operationally convenient Zn-catalyzed synthesis of alcohols by the reduction of aldehydes, ketones, and α,β-unsaturated aldehydes/ketones is reported. It is a rare example of using mild and sustainable HBpin as a reductant for catalytic reduction of carbonyl compounds in the absence of acid or base as hydrolysis reagent. The reaction is upscalable and proceeds in high selectivity without the formation of boronate ester by-products, and tolerates sensitive functionalities, such as iodo, bromo, chloro, fluoro, nitro, trifluoromethyl, aminomethyl, alkynyl, and amide. The Zn(OAc)2/HBpin combination has been also proved to be chemoselective for the C=N reduction of imine analogs.

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Section: Introductionmentioning

confidence: 99%

Zn-Catalyzed Regioselective and Chemoselective Reduction of Aldehydes, Ketones and Imines

Zhang

Jiao

et al. 2022

IJMS

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Silylium Ion Initiated Intramolecular Friedel–Crafts-Type Cyclization of 1,1-Difluoroalkenes with Subsequent Hydrodefluorination of C(sp3)–F Bonds

et al. 2023

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Strong electrophilicity of silylium ions is leveraged to probe an intramolecular Friedel–Crafts-type cyclization of aryl-substituted 1,1-difluoroalkenes. The reaction is presumed to be initiated by a preferential electrophilic silylation of the carbon–carbon double bond over the activation of one of the vinylic C(sp2)–F bonds. Subsequent cyclization followed by hydrodefluorination of the resulting C(sp3)–F bonds leads to the final product. The resulting tetraline derivatives were obtained in moderate to good yields. Distinct from earlier reports, the reaction proceeds with the perfluorinated tetraphenylborate counteranion under ambient condition without the prerequisite of carborate counteranion associated with the silylium-ion intermediates.

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Ligand-enabled and magnesium-activated hydrogenation with earth-abundant cobalt catalysts

Abstract: Site-selective hydrogenation of PAHs and olefins through a Mg preactivated diketimine/CoBr2 or diketimine–Co complex.

Cited by 2 publications

References 54 publications

Zn-Catalyzed Regioselective and Chemoselective Reduction of Aldehydes, Ketones and Imines

Zn-Catalyzed Regioselective and Chemoselective Reduction of Aldehydes, Ketones and Imines

Silylium Ion Initiated Intramolecular Friedel–Crafts-Type Cyclization of 1,1-Difluoroalkenes with Subsequent Hydrodefluorination of C(sp3)–F Bonds

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