Physical Organic Chemistry
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ChemInform Abstract: Interplay of Theory and Experiment: Reversal of the Torquoselectivity of the Electrocyclic Ring Opening of 3-Acetylcyclobutene (II) by a Lewis Acid.
First published: June 4, 1996
Abstract
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ChemInform Abstract
The rotational selectivity of the thermal ring opening of the title compound (II), obtained from commercially available (I), is predicted by ab initio calculations. By experiments, it is verified that the Lewis acid ZnI2 reverses the slight preference for the E-diene (III) towards the thermodynamically less stable Z-diene (IV).
