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Volumn 10, Issue 46, 2012, Pages 9175-9182

Theoretical and experimental exploration of the photochemistry of resveratrol: Beyond the simple double bond isomerization

Author keywords

[No Author keywords available]

Indexed keywords

CIS AND TRANS ISOMERS; COMPUTATIONAL APPROACH; DOUBLE-BOND ISOMERIZATION; PHOTOCHEMICAL ISOMERIZATION; PHOTOPRODUCTS; RESVERATROL;

EID: 84868631812     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c2ob26241j     Document Type: Article
Times cited : (34)

References (71)
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    • The theoretically obtained excitation energies (282 and 297 nm for cis and trans-resveratrol, respectively) were computed with a second order perturbative correction on the CASSCF(2,2) solutions and they agree very well with the experimental data (288 and 308 nm, respectively). See
    • J. Baskin L. Baares S. Pedersen A. Zewail J. Phys. Chem. 1996 100 11920
    • (1996) J. Phys. Chem. , vol.100 , pp. 11920
    • Baskin, J.1    Baares, L.2    Pedersen, S.3    Zewail, A.4
  • 51
    • 0017317386 scopus 로고
    • The final composition of the reaction mixture is also dependent on the distance between the light source and the reaction flask. The irradiation of a 0.2 mM aqueous ethanolic solution with a 450 W lamp during 5 min yielded a 1:2 trans/cis mixture ratio when the reaction flask was placed 25 cm away from the light source whereas a 1:4 trans/cis ratio was obtained when it was placed 5 cm apart
    • F. L. Weitl, J. Org. Chem., 1976, 41, 2044)
    • (1976) J. Org. Chem. , vol.41 , pp. 2044
    • Weitl, F.L.1
  • 54
    • 0542430100 scopus 로고
    • Compound 10 proved to be highly unstable in the reaction medium. Spectroscopic data agree with those reported by
    • M. E. Jung M. A. Lyster J. Org. Chem. 1977 42 3761
    • (1977) J. Org. Chem. , vol.42 , pp. 3761
    • Jung, M.E.1    Lyster, M.A.2
  • 55
    • 84986753414 scopus 로고
    • Other demethylating agents such as LiBr or HBr were unsuccessful and, when PyHCl at 220 °C was used we were not able to isolate compound 10 in pure form See Fig. 1S in the ESI showing the decomposition of compound 10
    • A. Stossel J. B. Stothers Org. Mag. Res. 1982 20 166
    • (1982) Org. Mag. Res. , vol.20 , pp. 166
    • Stossel, A.1    Stothers, J.B.2
  • 59
    • 80052747547 scopus 로고    scopus 로고
    • 1H-NMR of the reaction mixture showed residual signals of the corresponding aldehydes. These results suggest the presence of only traces of these photolytic products. See Fig. 2S in the ESI.
    • J. A. Celaje D. Zhang A. M. Guerrero M. Selke Org. Lett. 2011 13 4846
    • (2011) Org. Lett. , vol.13 , pp. 4846
    • Celaje, J.A.1    Zhang, D.2    Guerrero, A.M.3    Selke, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.