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Conformation-specific photochemistry in the solid state
Authors:Sara Ariel  Stephen Evans  Christine Hwang  Jack Jay  John R Scheffer  James Trotter  Yiu-Fai Wong
Institution:Department of Chemistry, University of British Columbia Vancouver, Canada V6T 1Y6
Abstract:The unsymmetrical ene-dione 1b exists in solution as a mixture of two conformational isomers, A and B, in rapid equilibrium. Irradiation of 1b in this medium leads to four products, two from each conformer. In the solid state, however, compound 1b adopts a single conformation (A), and photolysis of crystals of 1b leads to a single product. The formation of one rather than two photoproducts in this instance is attributed to a unique solid state steric effect, termed steric compression.
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