Iridium-Catalyzed Oxidant-Free Transfer Dehydrogenation of Carboxylic Acids DOI

Xu Yin,

Rui Zhang, Bo Zhou

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(33), С. 22899 - 22905

Опубликована: Авг. 8, 2024

Direct dehydrogenation of carboxylic acids to their unsaturated counterparts represents a valuable transformation for complex molecule synthesis, which, however, has been challenging achieve. In addition, the current carbonyl desaturation methods are almost all based on oxidative conditions. Here we report an Ir-catalyzed redox-neutral transfer approach directly convert either α,β- or β,γ-unsaturated counterparts. These reactions avoid using oxidants strong bases, thus, tolerating various functional groups. The combined experimental and computational mechanistic studies suggest that this hydrogenation reaction involves directed C–H β-H elimination, dihydride alkene acceptor with C(sp3)–H reductive elimination as turnover-limiting step.

Язык: Английский

Iridium-Catalyzed Oxidant-Free Transfer Dehydrogenation of Carboxylic Acids DOI

Xu Yin,

Rui Zhang, Bo Zhou

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(33), С. 22899 - 22905

Опубликована: Авг. 8, 2024

Direct dehydrogenation of carboxylic acids to their unsaturated counterparts represents a valuable transformation for complex molecule synthesis, which, however, has been challenging achieve. In addition, the current carbonyl desaturation methods are almost all based on oxidative conditions. Here we report an Ir-catalyzed redox-neutral transfer approach directly convert either α,β- or β,γ-unsaturated counterparts. These reactions avoid using oxidants strong bases, thus, tolerating various functional groups. The combined experimental and computational mechanistic studies suggest that this hydrogenation reaction involves directed C–H β-H elimination, dihydride alkene acceptor with C(sp3)–H reductive elimination as turnover-limiting step.

Язык: Английский

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