Lecture

Hydrogen Transfer Mechanism

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In course

CH-223: Organometallic chemistry

Basic organometallic chemistry will be covered in this course.

Structure and bonding in organometallic compounds.
reactivity of organometallic compounds, stoichiometric reactions, catalyzed reactions and reaction mechanisms. ...

Description

This lecture covers the transfer hydrogenation of C=O bonds, the general hydrogen transfer mechanism, and the Oppenauer oxidation using isopropanol as a hydrogen donor. It also discusses the Noyori catalyst as an example and key intermediates in the H2 transfer. Different mechanisms of reduction and the 12 principles of green chemistry are explained, along with examples from literature and the importance of chiral hydrogenation. The lecture concludes with a conceptual vision of green chemistry and real-life examples of green processes.

Instructors (2)

Marinella Mazzanti

Expertise Inorganic Chemistry, Coordination ChemistryF-elements Chemistry Teaching & PhD Past EPFL PhD Students Julie Renée Michelle Andrez, Marta Falcone, Radmila Faizova, Davide Toniolo, Luciano Barluzzi, Aurélien René Willauer, Nadir Jori, Dieuwertje Katelijn Modder, Hsueh Fang-Che, Keerthi Shivaraam Rangaraj Ananthakumar, Mikhail Batov Past EPFL PhD Students as codirector Andreichenko Andrei Courses Chemistry of f elements CH-427 The course will provide a synopsis of the chemistry of f e

Felix Daniel Bobbink

Official source

Related concepts (31)

Oxidation state

In chemistry, the oxidation state, or oxidation number, is the hypothetical charge of an atom if all of its bonds to other atoms were fully ionic. It describes the degree of oxidation (loss of electrons) of an atom in a chemical compound. Conceptually, the oxidation state may be positive, negative or zero. While fully ionic bonds are not found in nature, many bonds exhibit strong ionicity, making oxidation state a useful predictor of charge. The oxidation state of an atom does not represent the "real" charge on that atom, or any other actual atomic property.

Transfer hydrogenation

In chemistry, transfer hydrogenation is a chemical reaction involving the addition of hydrogen to a compound from a source other than molecular . It is applied in laboratory and industrial organic synthesis to saturate organic compounds and reduce ketones to alcohols, and imines to amines. It avoids the need for high-pressure molecular used in conventional hydrogenation. Transfer hydrogenation usually occurs at mild temperature and pressure conditions using organic or organometallic catalysts, many of which are chiral, allowing efficient asymmetric synthesis.

Hydrogenation

Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to reduce or saturate organic compounds. Hydrogenation typically constitutes the addition of pairs of hydrogen atoms to a molecule, often an alkene. Catalysts are required for the reaction to be usable; non-catalytic hydrogenation takes place only at very high temperatures.

Hydrogen

Hydrogen is the chemical element with the symbol H and atomic number 1. Hydrogen is the lightest element. At standard conditions hydrogen is a gas of diatomic molecules having the formula . It is colorless, odorless, tasteless, non-toxic, and highly combustible. Hydrogen is the most abundant chemical substance in the universe, constituting roughly 75% of all normal matter. Stars such as the Sun are mainly composed of hydrogen in the plasma state. Most of the hydrogen on Earth exists in molecular forms such as water and organic compounds.

Redox

Redox (ˈrɛdɒks , ˈriːdɒks , reduction–oxidation or oxidation–reduction) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. There are two classes of redox reactions: Electron-transfer – Only one (usually) electron flows from the atom being oxidized to the atom that is reduced. This type of redox reaction is often discussed in terms of redox couples and electrode potentials.

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