The 2 + 2 cycloaddition with one suprafacial and one antarafacial interaction is allowed. Show this conclusion via a frontier molecular orbital analysis. Although the reaction is allowed, it is seldom seen. Can you think of a reason not based on an orbital analysis of why this reaction is difficult?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy
Section14.SE: Something Extra
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The 2 + 2 cycloaddition with one suprafacial and one antarafacial interaction is allowed. Show this conclusion via a frontier molecular orbital analysis. Although the reaction is allowed, it is seldom seen. Can you think of a reason not based on an orbital analysis of why this reaction is difficult?

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