Catalytic Alkoxysilylation of C–H bonds with tert-Butyl-Substituted Alkoxysilyldiazenes DOI Creative Commons

Lamine Saadi,

Lydie Valade, Clément Chauvier

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Organoalkoxysilanes (e.g. R-SiMe3-n (OR') n , 1 ≤ 3 with R = alkyl or aryl) have found various applications in synthetic chemistry and materials science because the silicon-bound alkoxy groups provide unique opportunities for further derivatization transformations. Among few catalytic strategies that allow direct intermolecular introduction of an alkoxysilyl unit onto organic substrate, alkoxysilylation unactivated C-H bonds has barely been achieved despite its potential atom-economy it conveys. In particular, a transition metal-free silylation protocol towards this class organosilicon compounds yet to be reported. We herein describe first general (hetero)arene C(sp2)-H benzylic C(sp3)-H under ambient, conditions using newly-prepared tert-butyl-substituted alkoxysilyldiazenes (tBu-N[double bond, length as m-dash]N-SiMe3-n R' Et, iPr tBu) silylating reagents tBuOK promoter.

Язык: Английский

Catalytic Alkoxysilylation of C–H bonds with tert-Butyl-Substituted Alkoxysilyldiazenes DOI Creative Commons

Lamine Saadi,

Lydie Valade, Clément Chauvier

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Organoalkoxysilanes (e.g. R-SiMe3-n (OR') n , 1 ≤ 3 with R = alkyl or aryl) have found various applications in synthetic chemistry and materials science because the silicon-bound alkoxy groups provide unique opportunities for further derivatization transformations. Among few catalytic strategies that allow direct intermolecular introduction of an alkoxysilyl unit onto organic substrate, alkoxysilylation unactivated C-H bonds has barely been achieved despite its potential atom-economy it conveys. In particular, a transition metal-free silylation protocol towards this class organosilicon compounds yet to be reported. We herein describe first general (hetero)arene C(sp2)-H benzylic C(sp3)-H under ambient, conditions using newly-prepared tert-butyl-substituted alkoxysilyldiazenes (tBu-N[double bond, length as m-dash]N-SiMe3-n R' Et, iPr tBu) silylating reagents tBuOK promoter.

Язык: Английский

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