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Arene-Immobilized Ru(II)/TsDPEN Complexes: Synthesis and Applications to the Asymmetric Transfer Hydrogenation of Ketones

Lookup NU author(s): Dr Simon DohertyORCiD, Dr Julian Knight, Dr Paul Waddell, Dr Corinne Wills, Dr Casey Dixon



This is the authors' accepted manuscript of an article that has been published in its final definitive form by Wiley-VCH Verlag GmbH & Co. KGaA, 2021.

For re-use rights please refer to the publisher's terms and conditions.


The Noyori‐Ikariya (arene)Ru(II)/TsDPEN precatalyst has been anchored to amorphous silica and DAVISIL through the η6‐coordinated arene ligand via a straightforward synthesis and the derived systems, (arene)Ru(II)/TsDPEN@silica and (arene)Ru(II)/TsDPEN@DAVISIL, form highly efficient catalysts for the asymmetric transfer hydrogenation of a range of electron‐rich and electron‐poor aromatic ketones, giving good conversion and excellent ee's under mild reaction conditions. Moreover, catalyst generated in situ immediately prior to addition of substrate and hydrogen donor, by reaction of silica‐supported [(arene)RuCl2]2 with (S,S)‐TsDPEN, was as efficient as that generated from its preformed counterpart [(arene)Ru{(S,S)‐TsDPEN}Cl]@silica. Gratifyingly, the initial TOFs (up to 1085 h−1) and ee's (96–97 %) obtained with these catalysts either rivalled or outperformed those previously reported for catalysts supported by either silica or polymer immobilized through one of the nitrogen atoms of TsDPEN. While the high ee's were also maintained during recycle studies, the conversion dropped steadily over the first three runs due to gradual leaching of the ruthenium.

Publication metadata

Author(s): Doherty S, Knight JG, Alshaikh H, Wilson J, Waddell PG, Wills C, Dixon CM

Publication type: Article

Publication status: Published

Journal: European Journal of Inorganic Chemistry

Year: 2021

Volume: 2021

Issue: 3

Pages: 226-235

Print publication date: 22/01/2021

Online publication date: 02/12/2020

Acceptance date: 02/12/2020

Date deposited: 28/01/2021

ISSN (electronic): 1099-0682

Publisher: Wiley-VCH Verlag GmbH & Co. KGaA


DOI: 10.1002/ejic.202000948


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