Sequential Transition States and the Valley−Ridge Inflection Point in the Formation of a Semibullvalene

Two sequential transition states are calculated at the B3LYP/6-31G(d,p) level for the deazetization of 3b. The intrinsic reaction coordinate for loss of nitrogen passes through a transition state and then a valley−ridge inflection point and ultimately leads to the transition state for the Cope rearr...

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Bibliographic Details
Published in:Organic letters 2002-09, Vol.4 (19), p.3279-3282
Main Authors: Zhou, Chun, Birney, David M
Format: Article
Language:English
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Summary:Two sequential transition states are calculated at the B3LYP/6-31G(d,p) level for the deazetization of 3b. The intrinsic reaction coordinate for loss of nitrogen passes through a transition state and then a valley−ridge inflection point and ultimately leads to the transition state for the Cope rearrangement of semibullvalene 4b. The energetic and geometrical consequences are discussed.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026595f