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Chapitre D'ouvrage Année : 2023

A new classification for the ever-expanding mechanistic landscape of catalyzed hydrogenations, dehydrogenations and transfer hydrogenations

Résumé

Reactions where hydrogen atoms are transferred to an unsaturated substrate (X = Y) to yield HX-YH and their microscopic reverse have a very wide scope, depending of the H atom source (H2 or a HX′-Y′H donor) and the nature of X = Y (non-polar, e.g., alkene, alkyne, diene, etc.; or polar, e.g., aldehyde, ketone, imine, nitrile, etc.). The involvement of these processes in complex reaction schemes such as “borrowing hydrogen” transformations provides a powerful tool to the synthetic organic chemists. Various catalysts are active and several mechanisms are available, differing in the H atom donor activation mode and in the sequence of events leading to the H atom transfer to the substrate. A new first-level classification of all mechanisms is proposed here on the basis of the catalyst formal oxidation state change and on how Mn activates the H atom source (oxidative, yielding Mn + 2/2H−; redox-neutral, yielding Mn/H−/H+; reductive, yielding Mn−2/2H+). All known hydrogenation/dehydrogenation/transfer hydrogenation mechanisms are listed on the basis of this new classification method, with illustrative examples.
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Dates et versions

hal-04016457 , version 1 (06-03-2023)

Identifiants

Citer

Rinaldo Poli. A new classification for the ever-expanding mechanistic landscape of catalyzed hydrogenations, dehydrogenations and transfer hydrogenations. Pedro J. Pérez. Advances in Organometallic Chemistry, 79, Elsevier, pp.87-133, 2023, 978-0-443-18888-6. ⟨10.1016/bs.adomc.2022.10.002⟩. ⟨hal-04016457⟩
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