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Volumn 62, Issue 22, 1997, Pages 7827-7831

Photochemical Reactions of Halo-/Aryl Sulfide-Substituted Alkyl Phenylglyoxylate, an Assessment of the Lifetime of the Intermediate 1,4-Biradical

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EID: 0010172825     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971201x     Document Type: Article
Times cited : (16)

References (37)
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    • Contribution No. 325 from the Center for Photochemical Sciences.
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  • 4
    • 0000442614 scopus 로고    scopus 로고
    • This is likely due to the short lifetime of this biradical and to the unfavorable conformation adopted by this biradical for the closing of a four-membered lactone ring, see Hu, S.; Neckers, D. C. J. Org. Chem. 1997, 62, 564-567. One such cyclization has been mentioned in a communication: Kraus, G. A.; Zhang, W.; Wu, Y. Chem. Commun. 1996, 2439-2440.
    • (1997) J. Org. Chem. , vol.62 , pp. 564-567
    • Hu, S.1    Neckers, D.C.2
  • 5
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    • This is likely due to the short lifetime of this biradical and to the unfavorable conformation adopted by this biradical for the closing of a four-membered lactone ring, see Hu, S.; Neckers, D. C. J. Org. Chem. 1997, 62, 564-567. One such cyclization has been mentioned in a communication: Kraus, G. A.; Zhang, W.; Wu, Y. Chem. Commun. 1996, 2439-2440.
    • (1996) Chem. Commun. , pp. 2439-2440
    • Kraus, G.A.1    Zhang, W.2    Wu, Y.3
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    • and references therein
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    • Private communications with Dr. Martin Newcomb are gratefully acknowledged
    • Private communications with Dr. Martin Newcomb are gratefully acknowledged.
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    • Kochi, J. K., Ed.; Wiley-Interscience: New York
    • (a) Skell, P. S.; Shea, K. J. In Free Radicals; Kochi, J. K., Ed.; Wiley-Interscience: New York, 1973; Vol. 2, p 809.
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    • Skell, P.S.1    Shea, K.J.2
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    • note
    • Since vinyl phenylglyoxylate, 2, undergoes slow photoreaction, product analyses were carried out during the first 10% of the reaction to avoid complications from secondary photoproducts.
  • 18
    • 85033137836 scopus 로고    scopus 로고
    • note
    • 2b
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    • Rabjohn, N., Ed.; John Wiley & Sons: New York, Coll.
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    • Swern, D.1    Jordan Jr., E.F.2
  • 20
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    • submitted. Pyridine was not used in any of the quantitative experiments
    • 2 also helps to remove the colored photoproducts and makes the exhaustive irradiation of 1 possible. However, pyridine has been shown to react with the triplet excited state of alkyl phenylglyoxylate, Hu, S.; Neckers, D. C. J. Photochem. Photobiol. A: Chem., submitted. Pyridine was not used in any of the quantitative experiments.
    • J. Photochem. Photobiol. A: Chem.
    • Hu, S.1    Neckers, D.C.2
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    • note
    • Retention times on two different GC columns and the MS fraction patterns are identical to those of an authentic sample.
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    • note
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    • note
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    • Padwa, A., Ed.; Marcel Dekker, Inc.: New York
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    • Wagner, P.J.1    Park, B.-S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.