Tuning the Lewis Acidity of Boranes in Frustrated Lewis Pair Chemistry: Implications for the Hydrogenation of Electron??Poor Alkenes

…, S Steinberg, B Inés, M Alcarazo

Index: Nicasio, Juan A.; Steinberg, Sebastian; Ines, Blanca; Alcarazo, Manuel Chemistry - A European Journal, 2013 , vol. 19, # 33 p. 11016 - 11020

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Citation Number: 23

Abstract

Abstract An analysis of the metal-free reduction of electron deficient olefins by frustrated Lewis pairs indicates that the rate-determining step might be either the heterolytic cleavage of H 2 to form an-onium borohydride salt, or the subsequent transfer of the hydride moiety to the substrate following a Michael-type addition reaction. While the use of strong Lewis acids such as B (C 6 F 5) 3 facilitates the first of these processes, hydride transfer to the olefin ...