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

Akshay Kashyap, Treyvon K. Bokosike, Nattamai Bhuvanesh, Mahesh Pattabiraman

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)6870-6875
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume16
Issue number38
DOIs
StatePublished - 2018

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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