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Updated: Apr 26, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Highly efficient "on water" catalyst-free nucleophilic addition reactions using difluoroenoxysilanes: dramatic
Jin-Sheng Yu1, Yun-Lin Liu, Jing Tang
1Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, 3663N, Zhongshan Road, Shanghai 200062 (China).
Abstract:
A remarkable fluorine effect on "on water" reactions is reported. The CF⋅⋅⋅HO interactions between suitably fluorinated nucleophiles and the hydrogen-bond network at the phase boundary of oil droplets enable the formation of a unique microstructure to facilitate on water catalyst-free reactions, which are difficult to realize using nonfluorinated substrates. Accordingly, a highly efficient on water, catalyst-free reaction of difluoroenoxysilanes with aldehydes, activated ketones, and isatylidene malononitriles was developed, thus leading to the highly efficient synthesis of a variety of α,α-difluoro-β-hydroxy ketones and quaternary oxindoles.
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