Lewis Acid Triggered Reactivity of a Lewis Base Stabilized Scandium-Terminal Imido Complex: C–H Bond Activation, Cycloaddition, and Dehydrofluorination - INSA Toulouse - Institut National des Sciences Appliquées de Toulouse Access content directly
Journal Articles Journal of the American Chemical Society Year : 2014

Lewis Acid Triggered Reactivity of a Lewis Base Stabilized Scandium-Terminal Imido Complex: C–H Bond Activation, Cycloaddition, and Dehydrofluorination

Abstract

A stable scandium-terminal imido complex is activated by borane to form an unsaturated terminal imido complex by removing the coordinated Lewis base, 4-(dimethylamino)pyridine, from the metal center. The ensuing terminal imido intermediate can exist as a THF adduct and/or undergo cycloaddition reaction with an internal alkyne, C–H activation of a terminal alkene, and dehydrofluorination of fluoro-substituted benzenes or alkanes at room temperature. DFT investigations further highlight the ease of C–H activation for terminal alkene and fluoroarene. They also shed light on the mechanistic aspects of these two reactions.
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Dates and versions

hal-01969441 , version 1 (04-01-2019)

Identifiers

  • HAL Id : hal-01969441 , version 1

Cite

Jiaxiang Chu, Xianghao Han, Christos E. Kefalidis, Jiliang Zhou, Laurent Maron, et al.. Lewis Acid Triggered Reactivity of a Lewis Base Stabilized Scandium-Terminal Imido Complex: C–H Bond Activation, Cycloaddition, and Dehydrofluorination. Journal of the American Chemical Society, 2014, 136 (31), pp.10894-10897. ⟨hal-01969441⟩
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