Zirconium-Catalyzed Imine Hydrogenation via a Frustrated Lewis Pair Mechanism

Stephanie R. Flynn, Owen J. Metters, Ian Manners, Duncan F. Wass*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

20 Citations (Scopus)

Abstract

Zirconium-based frustrated Lewis pairs (FLPs) are active imine hydrogenation catalysts under mild conditions. Complexes of the type [CpR 2ZrOMes][B(C6F5)4] utilize the imine substrate itself as the Lewis base component of the FLP. Catalyst performance is a function of ligand structure; in general more bulky, more electron rich cyclopentadienyl derivatives give the best results. However, Cp∗ derivatives are not catalytically active, being stable after initial heterolytic cleavage of H2; this allows experimental verification of the competence of the zirconocene-imine pair in FLP-type heterolytic H2 cleavage. Enamines and protected nitriles are also hydrogenated if an additional internal phosphine base is used.

Original languageEnglish
Pages (from-to)847-850
Number of pages4
JournalOrganometallics
Volume35
Issue number6
Early online date8 Mar 2016
DOIs
Publication statusPublished - 28 Mar 2016

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