2. Carbenes undergo cyclopropanation reactions with alkenes. It is known that the carbene approaches the alkene in a non-linear rather than a linear fashion. Provide a depiction of the relevant HOMO and LUMO orbital interactions that explain this preference for the non-linear trajectory. Linear I I IMU: H H VS. Non-Linear (Favored) ZIC H-C: H. H I I

2. Carbenes undergo cyclopropanation reactions with alkenes. It is known that the carbene approaches the alkene in a non-linear rather than a linear fashion. Provide a depiction of the relevant HOMO and LUMO orbital interactions that explain this preference for the non-linear trajectory. Linear I I IMU: H H VS. Non-Linear (Favored) ZIC H-C: H. H I I

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.44P

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