Templating Photodimerization of trans-Cinnamic Acids with Cucurbit[8]uril and γ-Cyclodextrin
Organic Letters2005Vol. 7(4), pp. 529–532
Citations Over TimeTop 10% of 2005 papers
Abstract
Cucurbit[8]uril and gamma-cyclodextrin are able to align two olefin molecules in a head-head fashion within their large cavities. Excitation of such templated olefins results in syn head-head cyclobutanes in nearly quantitative yields. The methodology revealed here works with trans-cinnamic acids that do not dimerize either in solution or in the solid state and with the ones that yield only anti head-tail dimer in the solid state. [reaction: see text]
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