An asatone-type neolignan and its photocage product

Ryouko Yoshihara, Kazuki Mori, Shigeru Nishiyama, Syousuke Yamamura, Hiroyuki Hosomi, Shigeru Ohba, Yoshikatsu Ito

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The structures of dimethyl 8,8-dimethoxy-7-oxo-1,4-(1, 1-dimethoxy-2-oxoethano)-1,4,4a,7,8,8a-hexahydronaphthalene-2,4a-diyldiacrylate, C24H28O10, (I), and its photocage product, dimethyl 6,6,12,12-tetramethoxy-5,11-dioxotetracyclo[6.2.2.03,10.0 4,9]dodecane-2,9-diyldiacrylate, C24H28O10, (II), were determined in order to investigate the conformational change caused by the intramolecular [2+2] photoreaction. The high efficiency (70%) of the photoreaction of (I) in a 1,4-dioxane solution is attributed to the fact that two C=C double bonds in (I) can become close and parallel to each other simply by changing the configuration of the cyclohexene ring moiety from an envelope to a sofa form. Compound (I) is much less photoreactive in the solid state than in solution.

Original languageEnglish
Pages (from-to)1144-1147
Number of pages4
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume55
Issue number7
DOIs
Publication statusPublished - 1999 Jul 15

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

Cite this

Yoshihara, R., Mori, K., Nishiyama, S., Yamamura, S., Hosomi, H., Ohba, S., & Ito, Y. (1999). An asatone-type neolignan and its photocage product. Acta Crystallographica Section C: Crystal Structure Communications, 55(7), 1144-1147. https://doi.org/10.1107/S0108270199004205