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Volumn 124, Issue 38, 2002, Pages 11260-11261

Evidence for the HOOO- anion in the ozonation of 1,3-dioxolanes: Hemiortho esters as the primary products

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXOLANE DERIVATIVE; ESTER;

EID: 84961980727     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0276319     Document Type: Article
Times cited : (41)

References (40)
  • 13
    • 0004293179 scopus 로고    scopus 로고
    • Oxford University Press: Oxford
    • (b) Kirby, A. J. Stereoelectronic Effects; Oxford University Press: Oxford, 2000, pp 70-71.
    • (2000) Stereoelectronic Effects , pp. 70-71
    • Kirby, A.J.1
  • 18
    • 0000446391 scopus 로고
    • Pryor et al. have suggested that transition states for the ozonation of C-H bonds in saturated systems might have contributions ranging from radical to ionic resonance forms, depending on the substrate and the conditions used. (Giamalva, D. H.; Church, D. F.; Pryor, W. A. J. Am. Chem. Soc. 1986, 108, 7678.)
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 7678
    • Giamalva, D.H.1    Church, D.F.2    Pryor, W.A.3
  • 20
    • 0001573211 scopus 로고
    • The hemiortho ester 2a (2-hydroxy-2-methyl-1,3-dioxolane) was characterized before in the hydronium ion-catalyzed hydration of 2-methylene-1,3-dioxolane (Capon, B.; Ghosh, A. K. J. Am. Chem. Soc. 1981, 103, 1765).
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 1765
    • Capon, B.1    Ghosh, A.K.2
  • 22
    • 84962399792 scopus 로고    scopus 로고
    • note
    • 2 formed in these reactions, supports an "in cage" reaction as the predominant reaction pathway.
  • 27
    • 0002296918 scopus 로고
    • Ando, W., Ed.; Wiley: New York
    • (d) For reviews of earlier literature, see: Plesničar, B. In Organic Peroxides; Ando, W., Ed.; Wiley: New York, 1992; p 479.
    • (1992) Organic Peroxides , pp. 479
    • Plesničar, B.1
  • 29
    • 84962427627 scopus 로고    scopus 로고
    • note
    • 6 solutions (-60°C) did not change significantly the kinetic and activation parameters of the decomposition of either 2a or 3a.
  • 30
    • 84962399746 scopus 로고    scopus 로고
    • note
    • 14b
  • 39
    • 84962458563 scopus 로고    scopus 로고
    • note
    • - anion in the solvent cage.
  • 40
    • 84962356525 scopus 로고    scopus 로고
    • note
    • 9 retard the ozonolysis of these substrates.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.