Cross Metathesis

Cross metathesis is an olefin metathesis reaction that exchanges alkylidene fragments between two different alkenes, forming new carbon-carbon double bonds. In the presence of a metal-carbene catalyst, commonly a ruthenium or molybdenum complex, the alkenes undergo alternating [2+2] cycloaddition and cycloreversion steps through metallacyclobutane intermediates; catalyst and substrate selection influence activity, selectivity, and product distribution. This versatile method enables the efficient synthesis of substituted alkenes under comparatively mild conditions and can tolerate many functional groups. Cross metathesis supports applications in pharmaceutical, polymer, and natural-product chemistry, where it simplifies molecular construction and provides access to valuable intermediates.

Cross Metathesis - Related Videos

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JoVE Core - Organic Chemistry

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

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2023

Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process. Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

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2023

Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...

Olefin Metathesis Polymerization: Overview

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2023

Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization. Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...

Genetic Crosses

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2023

To dissect genetic processes or create organisms with novel suites of traits, scientists can perform genetic crosses, or the purposeful mating of two organisms. The recombination of parental genetic material in the offspring allows researchers to deduce the functions, interactions, and locations of genes. This video will examine how genetic crosses were influential in developing Mendel's three laws of inheritance, which form the basis of our understanding of genetics. One genetic crossing...

Making a Geologic Cross Section

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2023

Source: Laboratory of Alan Lester - University of Colorado Boulder Geologic maps were first made and utilized in Europe, in the mid-to-late 18th century. Ever since, they have been an important part of geological investigations all around the world that strive to understand rock distributions on the surface of the earth, in the subsurface, and their modification through time. A modern geologic map is a data-rich representation of rocks and rock-structures in a two-dimensional plan view. The...

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