Templating photodimerization of trans-cinnamic acids with cucurbit[8]uril and γ-cyclodextrin

Pattabiraman, Mahesh ; Natarajan, Arunkumar ; Kaanumalle, Lakshmi S. ; Ramamurthy, V. (2005) Templating photodimerization of trans-cinnamic acids with cucurbit[8]uril and γ-cyclodextrin Organic Letters, 7 (4). pp. 529-532. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol047866k

Related URL: http://dx.doi.org/10.1021/ol047866k

Abstract

Cucurbit[8]uril and γ-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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:55492
Deposited On:19 Aug 2011 06:08
Last Modified:19 Aug 2011 06:08

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