The major product formed in the following reaction is

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CSIR-UGC (NET) Chemical Science: Held on (16 Feb 2022)
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Concept:

  • 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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