Photodimerization control in the solid state

This article is HOT as recommended by the referees. And we’ve made it free to access for 4 weeks.

In an extension of previous work,  this HOT Article, by Kraig Wheeler and co-workers describes their attempts to control the regio- and stereochemical outcomes of [2+2] photochemical dimerization in the solid state.

In their 2011, CrystEngComm article, the team reported on the development of a sulfonamidecinnamic acid framework which could be likened to the shape of a fish-hook. Upon crystallisation, the structures form supramolecular dimers where the neighbouring C=C double bonds are oriented mutally co-planar. It is this feature that allows UV initiated dimerisation into the corresponding cyclobutane product.

Solid-state photodimerization reactions of racemic and homochiral phenylalanine sulfonamidecinnamic acids

In their latest CrystEngComm, they extend this study by looking at a greater range of frameworks with different R substituents. To see what impact this has on the supramolecular photodimerisation, download the article now for FREE:

Solid-state photodimerization reactions of racemic and homochiral phenylalanine sulfonamidecinnamic acids
Zhiqing Yan, Andrew J. Bolokowicz, Teage K. Collett, Sarah A. Reeb, Joshua D. Wiseman and Kraig A. Wheeler
CrystEngComm, 2012, Advance Article
DOI: 10.1039/C2CE26307F

Also of interest:
Enantiocontrolled solid-state photodimerizations via a chiral sulfonamidecinnamic acid
Kraig A. Wheeler, Joshua D. Wiseman and Rebecca C. Grove
CrystEngComm, 2011, 13, 3134–3137
DOI: 10.1039/C0CE00516A

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