title: Selective Hydrogenation of α,β-Unsaturated Aldehydes and Ketones by Air-Stable Ruthenium NNS Complexes.
abstract: The selective hydrogenation of the carbonyl functionality of α,β-unsaturated aldehydes and ketones is catalysed by ruthenium dichloride complexes bearing a tridentate NNS ligand as well as triphenylphosphine. The tridentate ligand backbone is flexible, as evidenced by the equilibrium observed in solution between the cis- and trans-isomers of the dichloride precatalysts, as well as crystal structures of several of these complexes. The complexes are activated by base in the presence of hydrogen and readily hydrogenate carbonyl functionalities under mild conditions. Despite the activation by base, side reactions are negligible, even for aldehyde substrates, because of the low amount of base. Thus, the corresponding allylic alcohols can be isolated in very good yields on a 10-25 mmol scale. Turnover numbers up to 200 000 were achieved.
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Pim
authors.initials: P
authors.lastname: Puylaert
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Richard
authors.initials: R
authors.lastname: van Heck
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Yuting
authors.initials: Y
authors.lastname: Fan
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Anke
authors.initials: A
authors.lastname: Spannenberg
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Baumann
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Matthias
authors.initials: M
authors.lastname: Beller
authors.affiliation: Research and Development, Process Research, DSM Nutritional Products, P.O. Box 2676, 4002, Basel, Switzerland.
authors.forename: Jonathan
authors.initials: J
authors.lastname: Medlock
authors.affiliation: Research and Development, Process Research, DSM Nutritional Products, P.O. Box 2676, 4002, Basel, Switzerland.
authors.forename: Werner
authors.initials: W
authors.lastname: Bonrath
authors.affiliation: DSM Ahead R&d-Innovative Synthesis, P.O. Box 18, 6160, MD Geleen, The Netherlands.
authors.forename: Laurent
authors.initials: L
authors.lastname: Lefort
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Sandra
authors.initials: S
authors.lastname: Hinze
authors.affiliation: Leibniz Institut für Katalyse e. V. an der, Universität Rostock, Albert-Einstein-Straße 29a, 18055, Rostock, Germany.
authors.forename: Johannes G
authors.identifier: http://orcid.org/0000-0001-5245-7748
authors.initials: JG
authors.lastname: de Vries
keywords: alcohols; homogeneous catalysis; hydrogenation; ligand; ruthenium