Scope and Mechanisms of Frustrated Lewis Pair Catalyzed Hydrogenation Reactions of Electron-Deficient C£C Double Bonds

Varvara Morozova, Peter Mayer, Guillaume Berionni

Résultats de recherche: Contribution à un journal/une revueArticle

Résumé

Several phosphonium and ammonium triarylborohydrides, which are intermediates in hydrogenation reactions catalyzed by frustrated Lewis pairs, were synthesized in high yield under mild conditions from triaryl boranes, ammonium or phosphonium halides, and triethylsilane. The kinetics and mechanisms of the reactions of these hydridoborate salts with benzhydrylium ions, iminium ions, quinone methides, and Michael acceptors were investigated, and their nucleophilicity was determined and compared with that of other hydride donors.

langue originaleAnglais
Pages (de - à)14508-14512
Nombre de pages5
journalAngewandte Chemie - International Edition
Volume54
Numéro de publication48
Les DOIs
étatPublié - 23 nov. 2015
Modification externeOui

Empreinte digitale

Ammonium Compounds
Hydrogenation
Ions
Boranes
Electrons
Hydrides
Salts
Kinetics
quinone methide
triethylsilane

Citer ceci

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abstract = "Several phosphonium and ammonium triarylborohydrides, which are intermediates in hydrogenation reactions catalyzed by frustrated Lewis pairs, were synthesized in high yield under mild conditions from triaryl boranes, ammonium or phosphonium halides, and triethylsilane. The kinetics and mechanisms of the reactions of these hydridoborate salts with benzhydrylium ions, iminium ions, quinone methides, and Michael acceptors were investigated, and their nucleophilicity was determined and compared with that of other hydride donors.",
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Scope and Mechanisms of Frustrated Lewis Pair Catalyzed Hydrogenation Reactions of Electron-Deficient C£C Double Bonds. / Morozova, Varvara; Mayer, Peter; Berionni, Guillaume.

Dans: Angewandte Chemie - International Edition, Vol 54, Numéro 48, 23.11.2015, p. 14508-14512.

Résultats de recherche: Contribution à un journal/une revueArticle

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AU - Mayer, Peter

AU - Berionni, Guillaume

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Y1 - 2015/11/23

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KW - frustrated Lewis pairs

KW - hydride donors

KW - kinetics

KW - nucleophilicity

KW - reaction mechanisms

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