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Stereo- and regioselective photocycloaddition of extended alkenes using ?-cyclodextrin.

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 ?-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.

SUBMITTER: Kashyap A

PROVIDER: S-EPMC6215711 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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

Kashyap Akshay A Bokosike Treyvon K TK Bhuvanesh Nattamai N Pattabiraman Mahesh M

Organic & biomolecular chemistry 20181001 38

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 sel ...[more]

PMID: 30229798

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