Lecture

Enantioselective C-H Activation

Graph Chat

Chat with Graph Search

Ask any question about EPFL courses, lectures, exercises, research, news, etc. or try the example questions below.

DISCLAIMER: The Graph Chatbot is not programmed to provide explicit or categorical answers to your questions. Rather, it transforms your questions into API requests that are distributed across the various IT services officially administered by EPFL. Its purpose is solely to collect and recommend relevant references to content that you can explore to help you answer your questions.

In course

CH-435: Asymmetric catalysis for fine chemicals synthesis

The asymmetric synthesis of fine chemicals is a research topic of growing importance for the synthesis of modern materials, drugs and agrochemicals. In this lecture, the concepts of asymmetric catalysis for fine chemical synthesis are introduced. ...

Description

This lecture covers enantioselective C-H activation reactions using various catalytic systems, such as Cu, Rh, and Ni catalysts, for functionalization of olefins, alkynes, and alkenes. The mechanisms of radical cyclization, metathesis, and reductive coupling are discussed, along with the use of ligands like JosiPhos and SEGPHOS. The lecture also explores the dual activation on a single metal center, non-activated system, and the combination of radical and metal pathways. Various asymmetric reactions, such as hydrogenation, hydroamination, and hydrocarbamoylation, are presented, highlighting the importance of ligand design and catalyst optimization.

Instructor

Jérôme Waser

Jérôme Waser biography and CV's are available on the following website: http://lcso.epfl.ch/waser

Official source

Ontological neighbourhood

Chemistry

Organic chemistry: Organometallic chemistry

Related concepts (32)

Drug design

Drug design, often referred to as rational drug design or simply rational design, is the inventive process of finding new medications based on the knowledge of a biological target. The drug is most commonly an organic small molecule that activates or inhibits the function of a biomolecule such as a protein, which in turn results in a therapeutic benefit to the patient. In the most basic sense, drug design involves the design of molecules that are complementary in shape and charge to the biomolecular target with which they interact and therefore will bind to it.

Ligand efficiency

Ligand efficiency is a measurement of the binding energy per atom of a ligand to its binding partner, such as a receptor or enzyme. Ligand efficiency is used in drug discovery research programs to assist in narrowing focus to lead compounds with optimal combinations of physicochemical properties and pharmacological properties. Mathematically, ligand efficiency (LE) can be defined as the ratio of Gibbs free energy (ΔG) to the number of non-hydrogen atoms of the compound: LE = -(ΔG)/N where ΔG = −RTlnKi and N is the number of non-hydrogen atoms.

Coupling reaction

In organic chemistry, a coupling reaction is a type of reaction in which two reactant molecules are bonded together. Such reactions often require the aid of a metal catalyst. In one important reaction type, a main group organometallic compound of the type R-M (where R = organic group, M = main group centre metal atom) reacts with an organic halide of the type R'-X with formation of a new carbon-carbon bond in the product R-R'. The most common type of coupling reaction is the cross coupling reaction. Richard F.

Kumada coupling

In organic chemistry, the Kumada coupling is a type of cross coupling reaction, useful for generating carbon–carbon bonds by the reaction of a Grignard reagent and an organic halide. The procedure uses transition metal catalysts, typically nickel or palladium, to couple a combination of two alkyl, aryl or vinyl groups. The groups of Robert Corriu and Makoto Kumada reported the reaction independently in 1972. The reaction is notable for being among the first reported catalytic cross-coupling methods.

Cross-coupling reaction

In organic chemistry, a cross-coupling reaction is a reaction where two different fragments are joined. Cross-couplings are a subset of the more general coupling reactions. Often cross-coupling reactions require metal catalysts. One important reaction type is this: (R, R' = organic fragments, usually aryle; M = main group center such as Li or MgX; X = halide) These reactions are used to form carbon–carbon bonds but also carbon-heteroatom bonds. Cross-coupling reaction are a subset of coupling reactions.

Related lectures (61)

Transition Metal Catalysis: Kumada Coupling

Explores the history and significance of the Kumada Coupling reaction in transition metal catalysis.

Cross-Coupling of Organometallics

Covers versatile methods for C-C bond formation using different organometallic reagents and organic halides.

Asymmetric Reactions in Organic Chemistry

Delves into asymmetric reactions in organic chemistry, highlighting mechanisms, catalysts, and selectivity.

Cross-Coupling Reactions: Ligand Effects

Explores the mechanisms and ligand effects in cross-coupling reactions.

V-Cross Couplings: Suzuki Stille Coupling