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Issue 38, 2018
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Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

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Abstract

Photoexcitation of dibenzalacetones (1a–d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host–guest system.

Graphical abstract: Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

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Supplementary files

Article information


Submitted
12 Aug 2018
Accepted
11 Sep 2018
First published
12 Sep 2018

Org. Biomol. Chem., 2018,16, 6870-6875
Article type
Communication

Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

A. Kashyap, T. K. Bokosike, N. Bhuvanesh and M. Pattabiraman, Org. Biomol. Chem., 2018, 16, 6870
DOI: 10.1039/C8OB01966E

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