Single-crystal-to-single-crystal e → Z isomerization of tiglic acid in a supramolecular framework

Shao Liang Zheng, Marc Messerschmidt, Philip Coppens

Research output: Contribution to journalArticle

27 Scopus citations

Abstract

The single-crystal-to-single-crystal E Z photoisomerization of tiglic acid (2,3-dimethylacrylic acid) occurs in the supramolecular crystals CECR-HTA·2MeOH·1.5H2O (1) (where HTA = tiglic acid, CECR = C-ethylcalix[4]resorcinarene) with the preservation of the crystal lattice, indicating the scaffolding effect of the molecular framework, which holds the crystal together notwithstanding the change in shape of the embedded guest molecules. A photostationary state is reached at a concentration of ca 30% of the Z isomers. A kinetic analysis shows the Z E back-reaction to proceed with a larger rate constant than the E Z isomerization.

Original languageEnglish (US)
Pages (from-to)644-649
Number of pages6
JournalActa Crystallographica Section B: Structural Science
Volume63
Issue number4
DOIs
StatePublished - Jul 17 2007
Externally publishedYes

Keywords

  • E → Z photoisomerizations
  • Host-guest systems
  • Single-crystal-to-single-crystal transformation
  • Topotactic reactions

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

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