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Asymmetric transfer hydrogenation of acetophenone derivatives using 2-benzyl-tethered ruthenium (II)/TsDPEN complexes bearing η6-(p-OR) (R = H, iPr, Bn, Ph) ligands

Asymmetric transfer hydrogenation of acetophenone derivatives using 2-benzyl-tethered ruthenium (II)/TsDPEN complexes bearing η6-(p-OR) (R = H, iPr, Bn, Ph) ligands
Asymmetric transfer hydrogenation of acetophenone derivatives using 2-benzyl-tethered ruthenium (II)/TsDPEN complexes bearing η6-(p-OR) (R = H, iPr, Bn, Ph) ligands
A series of 4′-OR (R = H, iPr, Bn, Ph) substituted ruthenium (II) biphenyl TsDPEN complexes are described; the complexes are accessed via an operationally simple and reliable two-step ligand synthesis followed by ligation to the ruthenium (II) centre. We report the preliminary asymmetric transfer hydrogenation (ATH) results on a range of primarily acetophenone derivatives with these new complexes using FA/TEA (5:2) as a reducing agent; the results confirm that these catalysts are capable of reducing the substrates within 48 h with excellent enantioselectivities.
Arene-exchange, Asymmetric transfer hydrogenation, Benzyl tethered, Enantioselective ketone reduction, Ruthenium catalyst
0022-328X
72-79
Knighton, Richard C.
5a63128e-0ebd-466a-b327-3aee6e85a76d
Vyas, Vijyesh K.
c8408d4e-852d-4dec-b85e-76f21ac121a4
Mailey, Luke H.
f13598d5-805b-447f-b587-45fbd89356c6
Bhanage, Bhalchandra M.
6cbaae5e-22f3-4be5-b35e-129db35a82b5
Wills, Martin
4529569b-d977-463d-a99f-fccec46e21a0
Knighton, Richard C.
5a63128e-0ebd-466a-b327-3aee6e85a76d
Vyas, Vijyesh K.
c8408d4e-852d-4dec-b85e-76f21ac121a4
Mailey, Luke H.
f13598d5-805b-447f-b587-45fbd89356c6
Bhanage, Bhalchandra M.
6cbaae5e-22f3-4be5-b35e-129db35a82b5
Wills, Martin
4529569b-d977-463d-a99f-fccec46e21a0

Knighton, Richard C., Vyas, Vijyesh K., Mailey, Luke H., Bhanage, Bhalchandra M. and Wills, Martin (2018) Asymmetric transfer hydrogenation of acetophenone derivatives using 2-benzyl-tethered ruthenium (II)/TsDPEN complexes bearing η6-(p-OR) (R = H, iPr, Bn, Ph) ligands. Journal of Organometallic Chemistry, 875, 72-79. (doi:10.1016/j.jorganchem.2018.08.020).

Record type: Article

Abstract

A series of 4′-OR (R = H, iPr, Bn, Ph) substituted ruthenium (II) biphenyl TsDPEN complexes are described; the complexes are accessed via an operationally simple and reliable two-step ligand synthesis followed by ligation to the ruthenium (II) centre. We report the preliminary asymmetric transfer hydrogenation (ATH) results on a range of primarily acetophenone derivatives with these new complexes using FA/TEA (5:2) as a reducing agent; the results confirm that these catalysts are capable of reducing the substrates within 48 h with excellent enantioselectivities.

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More information

e-pub ahead of print date: 17 September 2018
Published date: 15 November 2018
Keywords: Arene-exchange, Asymmetric transfer hydrogenation, Benzyl tethered, Enantioselective ketone reduction, Ruthenium catalyst

Identifiers

Local EPrints ID: 482116
URI: http://eprints.soton.ac.uk/id/eprint/482116
ISSN: 0022-328X
PURE UUID: 7405871c-cc68-4183-9220-ff8d66d83998
ORCID for Richard C. Knighton: ORCID iD orcid.org/0000-0002-0336-3718
ORCID for Vijyesh K. Vyas: ORCID iD orcid.org/0000-0003-3603-722X

Catalogue record

Date deposited: 19 Sep 2023 16:54
Last modified: 18 Mar 2024 04:15

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Contributors

Author: Richard C. Knighton ORCID iD
Author: Vijyesh K. Vyas ORCID iD
Author: Luke H. Mailey
Author: Bhalchandra M. Bhanage
Author: Martin Wills

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