Lecture

Alkene Metathesis: Mechanisms and Applications

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In course

CH-422: Catalyst design for synthesis

This course on homogeneous catalysis provide a detailed understanding of how these catalysts work at a mechanistic level and give examples of catalyst design for important reactions (hydrogenation, olefin metathesis, cross-coupling). ...

Description

This lecture covers the mechanisms and applications of alkene metathesis, starting with the pioneering work by Katz in 1985. It discusses the formation of metathesis-active complexes, total synthesis strategies, and the stereochemistry of alkene hydrogenation. The lecture also explores the selectivities of hydrogenation reactions, the Lindlar catalyst for alkynes, and the detailed reaction mechanisms of hydrogenation using Wilkinson's catalyst.

Instructor

Xile Hu

Xile Hu was born in 1978 in Putian, southeastern China. He entered the Peking University in Beijing in 1996. Besides learning too little chemistry, his biggest regret in the college was not able to correct his southern accent in Mandarin. After graduated from PKU, he went to the United States and began his doctoral studies at the University of California, San Diego. In December 2004, he finished with a Ph.D. in chemistry and some fond memories of the beautiful city of San Diego. He then moved to the Los Angeles area and become a postdoctoral scholar at the California Institute of Technology. There he enjoyed numerous stimulating scientific (and other) discussions with friends and colleagues. He also made plenty of friends outside the campus and was a frequent in many local Chinese restaurants. In 2007, after two pleasant visits to Switzerland, he decided to move across the continent one more time and join the faculty of the École Polytechnique Fédérale de Lausanne (EPFL). He now directs the Laboratory of Inorganic Synthesis and Catalysis and is interested in developing chemistry for synthesis, energy and sustainability.

Official source

Related concepts (32)

Asymmetric hydrogenation

Asymmetric hydrogenation is a chemical reaction that adds two atoms of hydrogen to a target (substrate) molecule with three-dimensional spatial selectivity. Critically, this selectivity does not come from the target molecule itself, but from other reagents or catalysts present in the reaction. This allows spatial information (what chemists refer to as chirality) to transfer from one molecule to the target, forming the product as a single enantiomer.

Alkene

In organic chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or in the terminal position. Terminal alkenes are also known as α-olefins. The International Union of Pure and Applied Chemistry (IUPAC) recommends using the name "alkene" only for acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc.

Absolute configuration

Absolute configuration refers to the spatial arrangement of atoms within a chiral molecular entity (or group) and its resultant stereochemical description. Absolute configuration is typically relevant in organic molecules where carbon is bonded to four different substituents. This type of construction creates two possible enantiomers. Absolute configuration uses a set of rules to describe the relative positions of each bond around the chiral center atom.

Alpha-olefin

In organic chemistry, alpha-olefins (or α-olefins) are a family of organic compounds which are alkenes (also known as olefins) with a chemical formula , distinguished by having a double bond at the primary or alpha (α) position. This location of a double bond enhances the reactivity of the compound and makes it useful for a number of applications. There are two types of alpha-olefins, branched and linear (or normal).

Catalysis

Catalysis (kəˈtæləsɪs) is the process of change in rate of a chemical reaction by adding a substance known as a catalyst (ˈkætəlɪst). Catalysts are not consumed by the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycles quickly, very small amounts of catalyst often suffice; mixing, surface area, and temperature are important factors in reaction rate. Catalysts generally react with one or more reactants to form intermediates that subsequently give the final reaction product, in the process of regenerating the catalyst.

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