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 language | English |
|---|---|
| Pages (from-to) | 1144-1147 |
| Number of pages | 4 |
| Journal | Acta Crystallographica Section C: Crystal Structure Communications |
| Volume | 55 |
| Issue number | 7 |
| Publication status | Published - 1999 Jul 15 |
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ASJC Scopus subject areas
- Condensed Matter Physics
- Structural Biology
Cite this
An asatone-type neolignan and its photocage product. / Yoshihara, Ryouko; Mori, Kazuki; Nishiyama, Shigeru; Yamamura, Syousuke; Hosomi, Hiroyuki; Ohba, Shigeru; Ito, Yoshikatsu.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 55, No. 7, 15.07.1999, p. 1144-1147.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - An asatone-type neolignan and its photocage product
AU - Yoshihara, Ryouko
AU - Mori, Kazuki
AU - Nishiyama, Shigeru
AU - Yamamura, Syousuke
AU - Hosomi, Hiroyuki
AU - Ohba, Shigeru
AU - Ito, Yoshikatsu
PY - 1999/7/15
Y1 - 1999/7/15
N2 - 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.
AB - 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.
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M3 - Article
VL - 55
SP - 1144
EP - 1147
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
SN - 0108-2701
IS - 7
ER -