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Issue 13, 1994
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Relative rates of cycloaromatization of dynemicin azabicyclo[7.3.1]enediyne core structures. An unusual change in ΔS

Abstract

A series of dynemicin core azabicyclo[7.3.1]enediynes undergo cycloaromatization at dramatically different rates despite the fact that the distance (r, by X-ray diffraction) between the bonding acetylenes is practically identical (3.4 Å); when the carbamate protecting group is removed to give the sec-amine 10, it cycloaromatizes more rapidly, and the entropy of activation changes from a negative to positive.

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Article information


J. Chem. Soc., Chem. Commun., 1994, 1541-1542
Article type
Paper

Relative rates of cycloaromatization of dynemicin azabicyclo[7.3.1]enediyne core structures. An unusual change in ΔS

P. Magnus and R. A. Fairhurst, J. Chem. Soc., Chem. Commun., 1994, 1541
DOI: 10.1039/C39940001541

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