Nickel-catalyzed coupling of R<sub>2</sub>P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

Herein, a catalytic cross-coupling of methyldiphenylphosphine oxide with arylmethyl alcohols leading to the alkenylphosphine oxides is reported. A manganese pincer catalyst catalyzes the reactions, which provides exclusive formation of trans-alkenylphosphine oxides. Mechanistic studies indicate that reactions proceed via aldehyde intermediacy and the catalyst promotes the CC bond formation. Reactions are facilitated by dearomatization, and aromatization metal-ligand cooperation operates in catalyst. Use of abundant base metal catalyst and formation of water and H 2 as the only byproducts make this catalytic protocol sustainable and environmentally benign.

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Nickel-catalyzed coupling of R₂P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

Abstract: α-Alkylation of methyldiarylphosphine oxides with (hetero)arylmethyl alcohols was performed under nickel catalysis. Various arylmethyl and heteroarylmethyl alcohols can be used in this transformation. A series of methyldiarylphosphine oxides were alkylated...

Cited by 4 publications

References 93 publications

Dehydrogenation of Alcohols Using Transition Metal Catalysts: History and Applications

Dehydrogenation of Alcohols Using Transition Metal Catalysts: History and Applications

Late stage modifications of phosphine oxide ligands by iron‐catalyzed hydrogen borrowing reactions

Manganese(I) Catalyzed Alkenylation of Phosphine Oxides Using Alcohols with Liberation of Hydrogen and Water

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Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

Abstract: α-Alkylation of methyldiarylphosphine oxides with (hetero)arylmethyl alcohols was performed under nickel catalysis. Various arylmethyl and heteroarylmethyl alcohols can be used in this transformation. A series of methyldiarylphosphine oxides were alkylated...

Cited by 4 publications

References 93 publications

Dehydrogenation of Alcohols Using Transition Metal Catalysts: History and Applications

Dehydrogenation of Alcohols Using Transition Metal Catalysts: History and Applications

Late stage modifications of phosphine oxide ligands by iron‐catalyzed hydrogen borrowing reactions

Manganese(I) Catalyzed Alkenylation of Phosphine Oxides Using Alcohols with Liberation of Hydrogen and Water

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Nickel-catalyzed coupling of R₂P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols