How Do Phenyl Groups Stabilize the Intermediate in Cis-Trans Isomerization?

AI Thread Summary
Phenyl groups stabilize the intermediate in cis-trans isomerization of (C6H5)HC=CH(C6H5) by delocalizing electrons across a large π system, which lowers the energy of the intermediate. This delocalization allows for greater stability during the transition state, facilitating the interconversion of the isomers. The discussion highlights that unlike 1,2-difluoroethylene, which does not readily interconvert, the presence of phenyl groups enables slow isomerization. The concept of an intermediate refers to a transient state that occurs during the conversion from one isomer to another. Understanding this stabilization mechanism is crucial for grasping the dynamics of isomerization in organic compounds.
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Homework Statement


1,2-difluoroethylene has two isomers, cis and trans, and they do not interconvert readily.
However, cis and trans isomers of (C6H5)HC=CH(C6H5) do interconvert (but slowly). How is the
intermediate required for that interconversion stabilized by the phenyl groups?

Homework Equations



The Attempt at a Solution


I think it has something to do with the fact that when a single electron is "delocalized" throughout a large π system consisting of alternating C-C and C=C bonds, it leads to lower energy species... but I still don't get it. What is meant by intermediate? (My professor never really went over this part.)
 
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