메뉴 건너뛰기




Volumn 61, Issue 5, 1996, Pages 1730-1738

Aryl oxalate derivatives as convenient precursors for generation of aryloxyl radicals

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0001398755     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951696v     Document Type: Article
Times cited : (12)

References (37)
  • 3
    • 37049053585 scopus 로고
    • Stone, T. J.; Waters, W. A. Proc. Chem. Soc. 1962, 253. J. Chem. Soc. 1964, 213.
    • (1964) J. Chem. Soc. , pp. 213
  • 4
    • 5844354460 scopus 로고
    • (a) Loth, K.; Andrist, M.; Graf, F.; Günthard, Hs. H. Chem. Phys. Lett. 1974, 29, 163. Loth, K.; Graf, F.; Gunthard. Hs. H. Chem. Phys. 1976, 13, 95. Loth, K.; Graf, F. Helv. Chem. Acta 1981, 64, 1910.
    • (1974) Chem. Phys. Lett. , vol.29 , pp. 163
    • Loth, K.1    Andrist, M.2    Graf, F.3    Günthard, Hs.H.4
  • 5
    • 3142683352 scopus 로고
    • (a) Loth, K.; Andrist, M.; Graf, F.; Günthard, Hs. H. Chem. Phys. Lett. 1974, 29, 163. Loth, K.; Graf, F.; Gunthard. Hs. H. Chem. Phys. 1976, 13, 95. Loth, K.; Graf, F. Helv. Chem. Acta 1981, 64, 1910.
    • (1976) Chem. Phys. , vol.13 , pp. 95
    • Loth, K.1    Graf, F.2    Gunthard, Hs.H.3
  • 6
    • 1542775363 scopus 로고
    • (a) Loth, K.; Andrist, M.; Graf, F.; Günthard, Hs. H. Chem. Phys. Lett. 1974, 29, 163. Loth, K.; Graf, F.; Gunthard. Hs. H. Chem. Phys. 1976, 13, 95. Loth, K.; Graf, F. Helv. Chem. Acta 1981, 64, 1910.
    • (1981) Helv. Chem. Acta , vol.64 , pp. 1910
    • Loth, K.1    Graf, F.2
  • 9
    • 0000056147 scopus 로고
    • Weiner, S. A.; Mahoney, L. R. J. Am. Chem. Soc. 1972, 94, 5029. Weiner, S. A. J. Am. Chem. Soc. 1972, 94, 581.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 581
    • Weiner, S.A.1
  • 13
    • 0006672193 scopus 로고
    • For studies of dialkyl peroxy oxalates and peroxy dicarbonates. see Cubbon, R. C. P. Prog. React. Kinet. 1970, 5, 29.
    • (1970) Prog. React. Kinet. , vol.5 , pp. 29
    • Cubbon, R.C.P.1
  • 16
    • 5844366058 scopus 로고
    • A description of unimolecular phenoxyl radical generation appeared subsequent to our early9,10 reports, using a strategy based on the Barton reaction. Cf. Togo, Y.; Nakamura, N.; Iwamura, H. Chem. Lett. 1991, 1201. See also a recent method based upon photolysis of bist(aryloxy)phosphine azides. in Kalgutkar, R.; Ionkin, A.; Quin. L. D.; Lahti, P. M. Tetrahedron Lett. 1994, 3889.
    • (1991) Chem. Lett. , vol.1201
    • Togo, Y.1    Nakamura, N.2    Iwamura, H.3
  • 17
    • 0028305281 scopus 로고
    • A description of unimolecular phenoxyl radical generation appeared subsequent to our early9,10 reports, using a strategy based on the Barton reaction. Cf. Togo, Y.; Nakamura, N.; Iwamura, H. Chem. Lett. 1991, 1201. See also a recent method based upon photolysis of bist(aryloxy)phosphine azides. in Kalgutkar, R.; Ionkin, A.; Quin. L. D.; Lahti, P. M. Tetrahedron Lett. 1994, 3889.
    • (1994) Tetrahedron Lett. , pp. 3889
    • Kalgutkar, R.1    Ionkin, A.2    Quin, L.D.3    Lahti, P.M.4
  • 21
    • 0004260899 scopus 로고
    • Wiley-Interscience: New York
    • Wentrup, C. Reactive Molecules; Wiley-Interscience: New York, 1984; p 64ff.
    • (1984) Reactive Molecules
    • Wentrup, C.1
  • 23
    • 85033834407 scopus 로고
    • 2 and CO of -21.6, -94.1, and -26.4 kcal/mol, respectively, production of phenoxyl from 9 is endothermic by about 9 kcal/mol, production of benzyl radical from tert-butyl phenylperacetate by about 12 kcal/mol
    • 2 and CO of -21.6, -94.1, and -26.4 kcal/mol, respectively, production of phenoxyl from 9 is endothermic by about 9 kcal/mol, production of benzyl radical from tert-butyl phenylperacetate by about 12 kcal/mol.
    • (1991) NIST Standard DatabaseProgram 25, Version 1.2
    • Stein, S.E.1    Rukkers, J.M.2    Brown, R.L.3
  • 26
    • 1542546378 scopus 로고
    • For a summary and leading references, see the review by Altwicker, E. R. Chem. Rev. 1967, 67, 475.
    • (1967) Chem. Rev. , vol.67 , pp. 475
    • Altwicker, E.R.1
  • 28
    • 85016544507 scopus 로고
    • o of about 2 kcal/mol, comparable to the overall enthalpy change for formation of phenoxyl radical. Since this pathway is not observed, the reaction is apparently controlled by preferential breaking of the weakest bonds in 9. rather than purely thermodynamic factors
    • o of about 2 kcal/mol, comparable to the overall enthalpy change for formation of phenoxyl radical. Since this pathway is not observed, the reaction is apparently controlled by preferential breaking of the weakest bonds in 9. rather than purely thermodynamic factors.
    • (1977) Nippon Kagaku Kaishi , vol.5 , pp. 599
    • Fuji, N.1    Asaba, T.2
  • 35
    • 85033839556 scopus 로고
    • Ph. D. Thesis, University of Massachusetts
    • (b) Modarelli, D. A. Ph. D. Thesis, University of Massachusetts, 1991.
    • (1991)
    • Modarelli, D.A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.