Question
Download Solution PDFThe major product formed in the following reaction is
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CSIR-UGC (NET) Chemical Science: Held on (16 Feb 2022)
Answer (Detailed Solution Below)
Option 4 : 
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Detailed Solution
Download Solution PDFConcept:
- Grubbs catalysts are Ruthenium containing Metal-carbene complexes, named after Robert H. Grubbs
- These complexes are used in olefin metathesis reactions, also known as Grubbs reaction.
- Metathesis reaction between 2 olefins involves formation of 4 membered ring, followed by rearrangement of the bond to get new olefinic bond.
Explanation:
- In the first step, the Grubbs catalyst exchange the groups and form carbene with ethylene molecule
- In the next step, the Ru-olefin carbene complex undergoes [2+2] cycloaddition reaction with the double bond present in given substrate
- Further, 4 membered ring containing Ru will undergo rearrangement leading to ring opening. The Ru=C bond again shows cycloaddition with another ethylene molecule to give 4 membered ring followed by rearrangement and ring opening to get double bonds with different substituents.
- Finally, there will be Sigmatropic rearrangement.
Conclusion:
Therefore, the final product of given Grubbs reaction is :
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