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Zirconium-catalyzed imine hydrogenation via a frustrated Lewis pair mechanism

Flynn, Stephanie R., Metters, Owen J., Manners, Ian and Wass, Duncan ORCID: https://orcid.org/0000-0002-0356-7067 2016. Zirconium-catalyzed imine hydrogenation via a frustrated Lewis pair mechanism. Organometallics 35 (6) , pp. 847-850. 10.1021/acs.organomet.6b00027

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Abstract

Zirconium-based frustrated Lewis pairs (FLPs) are active imine hydrogenation catalysts under mild conditions. Complexes of the type [CpR2ZrOMes][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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Cardiff Catalysis Institute (CCI)
Chemistry
Publisher: American Chemical Society
ISSN: 0276-7333
Date of First Compliant Deposit: 26 October 2018
Date of Acceptance: 8 March 2016
Last Modified: 07 Nov 2023 02:46
URI: https://orca.cardiff.ac.uk/id/eprint/116212

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