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Volumn 62, Issue 20, 1997, Pages 6820-6826

Photochemical Reactions of Alkenyl Phenylglyoxylates

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EID: 0001496773     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970912s     Document Type: Article
Times cited : (34)

References (51)
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    • See ref 7 and references cited therein
    • See ref 7 and references cited therein.
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    • 8 We also conducted exhaustive characterizations of the elusive dimers in an earlier study on the sulfide-containing alkyl phenylglyoxylates; see: Hu, S.; Neckers, D. C. Tetrahedron 1997, 53, 7165-7180.
    • (1997) Tetrahedron , vol.53 , pp. 7165-7180
    • Hu, S.1    Neckers, D.C.2
  • 16
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    • 8 with unidentified stereochemistry has been isolated in a comparable yield (49%). Kraus, G. A.; Wu, Y. J. Am. Chem. Soc. 1992, 114, 8705-8707.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 8705-8707
    • Kraus, G.A.1    Wu, Y.2
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    • note
    • 10
  • 18
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    • See ref 6. The NMR data fit the structure 12 better than that reported earlier
    • See ref 6. The NMR data fit the structure 12 better than that reported earlier.
  • 19
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    • University Science Books: Mill Valley, CA
    • Turro, N. J. Modern Molecular Photochemistry; University Science Books: Mill Valley, CA, 1991; pp 432-442.
    • (1991) Modern Molecular Photochemistry , pp. 432-442
    • Turro, N.J.1
  • 35
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    • For similar observations in other excited carbonyl systems, see: (a) Winnik, M. A.; Hsiao, C.-K. Chem. Phys. Lett. 1975, 33, 518-521. (b) Mar, A.; Winnik, M. A. Chem. Phys. Lett. 1981, 77, 73-76. (c) Mar, A.; Fraser, S.; Winnik, M. A, J. Am. Chem. Soc. 1981, 103, 4941-4843. (d) Wagner, P. J.; Siebert, E. J. J. Am. Chem. Soc. 1981, 103, 7335-7337.
    • (1975) Chem. Phys. Lett. , vol.33 , pp. 518-521
    • Winnik, M.A.1    Hsiao, C.-K.2
  • 36
    • 25344477524 scopus 로고
    • For similar observations in other excited carbonyl systems, see: (a) Winnik, M. A.; Hsiao, C.-K. Chem. Phys. Lett. 1975, 33, 518-521. (b) Mar, A.; Winnik, M. A. Chem. Phys. Lett. 1981, 77, 73-76. (c) Mar, A.; Fraser, S.; Winnik, M. A, J. Am. Chem. Soc. 1981, 103, 4941-4843. (d) Wagner, P. J.; Siebert, E. J. J. Am. Chem. Soc. 1981, 103, 7335-7337.
    • (1981) Chem. Phys. Lett. , vol.77 , pp. 73-76
    • Mar, A.1    Winnik, M.A.2
  • 37
    • 1542606401 scopus 로고
    • For similar observations in other excited carbonyl systems, see: (a) Winnik, M. A.; Hsiao, C.-K. Chem. Phys. Lett. 1975, 33, 518-521. (b) Mar, A.; Winnik, M. A. Chem. Phys. Lett. 1981, 77, 73-76. (c) Mar, A.; Fraser, S.; Winnik, M. A, J. Am. Chem. Soc. 1981, 103, 4941-4843. (d) Wagner, P. J.; Siebert, E. J. J. Am. Chem. Soc. 1981, 103, 7335-7337.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 4941-14843
    • Mar, A.1    Fraser, S.2    Winnik, M.A.3
  • 38
    • 0006417217 scopus 로고
    • For similar observations in other excited carbonyl systems, see: (a) Winnik, M. A.; Hsiao, C.-K. Chem. Phys. Lett. 1975, 33, 518-521. (b) Mar, A.; Winnik, M. A. Chem. Phys. Lett. 1981, 77, 73-76. (c) Mar, A.; Fraser, S.; Winnik, M. A, J. Am. Chem. Soc. 1981, 103, 4941-4843. (d) Wagner, P. J.; Siebert, E. J. J. Am. Chem. Soc. 1981, 103, 7335-7337.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 7335-7337
    • Wagner, P.J.1    Siebert, E.J.2
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    • See ref 9
    • (e) See ref 9.
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    • note
    • 9
  • 43
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    • Tsuchiya, M.; Akaba, R.; Aihara, S.; Sakuragi, H.; Tokumaru, K. Chem. Lett. 1986, 1727-1730. Since the oxidation potentials of simple alkenes are very sensitive to structural modifications, we propose that the oxidation potentials of the alkenyl groups in compounds studied herein differ significantly from those of simple alkenes and are likely to be lower. A partial or full electron transfer is feasible.
    • (1986) Chem. Lett. , pp. 1727-1730
    • Tsuchiya, M.1    Akaba, R.2    Aihara, S.3    Sakuragi, H.4    Tokumaru, K.5


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