Highly Regio- and Stereoselective Hydrogermylation of Fluorinated Alkyl Propiolate

Ranin. Kawtharani; Mirvat Elmasri; Khalil Cherry; Johan Jacquemin; Mohamed Abarbri

doi:10.1055/s-0037-1611666

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CC BY ND NC 4.0 · SynOpen 2019; 03(01): 4-10
DOI: 10.1055/s-0037-1611666

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Highly Regio- and Stereoselective Hydrogermylation of Fluorinated Alkyl Propiolate

Authors

Ranin. Kawtharani

^aLaboratoire de Physico-Chimie des Matériaux et des Electrolytes pour l’Energie (PCM2E). EA 6299, Avenue Monge Faculté des Sciences, Parc de Grandmont, 37200 Tours, France Email: mohamed.abarbri@univ-tours.fr

^bLaboratoire de Chimie Médicinale et de Produit naturels, Université Libanaise, Faculté des Sciences I, Hadat, Lebanon
Mirvat Elmasri

^bLaboratoire de Chimie Médicinale et de Produit naturels, Université Libanaise, Faculté des Sciences I, Hadat, Lebanon
Khalil Cherry

^cLaboratoire Matériaux, Catalyse, Environnement et Méthodes Analytiques (MCEMA), Campus Universitaire de Hadat, Université Libanaise, Lebanon
Johan Jacquemin

^aLaboratoire de Physico-Chimie des Matériaux et des Electrolytes pour l’Energie (PCM2E). EA 6299, Avenue Monge Faculté des Sciences, Parc de Grandmont, 37200 Tours, France Email: mohamed.abarbri@univ-tours.fr
Mohamed Abarbri*

^aLaboratoire de Physico-Chimie des Matériaux et des Electrolytes pour l’Energie (PCM2E). EA 6299, Avenue Monge Faculté des Sciences, Parc de Grandmont, 37200 Tours, France Email: mohamed.abarbri@univ-tours.fr

Abstract

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Abstract

The selective introduction of fluoroalkylated vinylmetals in controlled strategies is a challenging process for many chemists. This study reports the highly regio- and stereoselective synthesis of functionalized vinylgermanes bearing a perfluoroalkyl group from perfluoroalkylated acetylenic esters via AlCl₃-catalyzed hydrogermylation. Regio- and stereoselectivity are highly dependent on the nature of the catalyst and the nature of the fluoroalkyl group of alkyne.

Key words

regio- and stereoselective hydrogermylation - fluorinated ethyl propiolate - AlCl₃ - triphenyl- and tributylgermanes - fluorinated vinylgermanes

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References

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