Ring-opening and ring-closing alkene metathesis are chemical reactions that involve the rearrangement of C-C double bonds in cyclic compounds. These reactions are essential tools in organic synthesis and have numerous applications in preparing complex molecules.
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Ring Opening Olefin Metathesis:
Definition: Ring opening olefin metathesis, often abbreviated as ROM, is a chemical reaction in which a cyclic compound with one or more carbon-carbon double bonds undergoes cleavage of the ring, resulting in the formation of an open-chain compound.
Ring Closing Olefin Metathesis:
Definition: Ring-closing olefin metathesis, often abbreviated as RCM, is a chemical reaction in which an open-chain compound with two terminal carbon-carbon double bonds is converted into a cyclic compound by the formation of a new carbon-carbon double bond within the molecule.
Olefin Metathesis Mechanism:
ROM Mechanism:
ROM typically involves the use of a metathesis catalyst, such as a transition metal carbene complex, which facilitates the breaking of the carbon-carbon double bonds within the ring and the formation of new double bonds in the resulting open-chain compounds.
RCM Mechanism:
RCM also relies on metathesis catalysts to promote the formation of the new carbon-carbon double bond, leading to the closure of the ring. The reaction is highly efficient and can form rings of various sizes.
Alkene or Olefin Metathesis:
Ring Closing Olefin Metathesis (RCM):
Definition: Ring-closing olefin metathesis, often abbreviated as RCM, is a chemical reaction in which an open-chain compound with two terminal carbon-carbon double bonds is converted into a cyclic compound by the formation of a new carbon-carbon double bond within the molecule.
Shrocks Catalyst and Grubbs Catalyst:
Schrock’s catalysts are typically based on transition metal compounds containing molybdenum or tungsten
Grubbs’ catalysts are typically based on ruthenium (Ruthenium) complexes.
Allene Metathesis Examples:
These are the examples of olefine metathesis.
Alkene Metathesis Application:
RCM and ROM Applications: RCM and ROM is valuable in synthesizing cyclic organic compounds, such as macrocycles, cycloalkenes, and other cyclic structures. It is widely employed in preparing natural products, drug candidates, and materials with specific ring structures.
Related Reaction :
References :
My name is Pradip Sanjay W. I’m an organic chemist originally from Maharashtra, India. I have qualified UGC NET-JRF, GATE in chemical sciences and MH-SET exam for assistant professor. I’m currently pursuing my Ph.D. in organic chemistry at the Indian Institute of Technology Hyderabad, India.