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Volumn , Issue 10, 1998, Pages 2181-2185

Nucleophilic solvent participation in the solvolysis of 4-methoxybenzyl bromide and chloride

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EID: 0001803483     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a802518e     Document Type: Article
Times cited : (28)

References (49)
  • 7
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    • ACS Monograph 167, ed. C. J. Collins and N. S. Bowman, Van Nostrand, New York
    • A. Fry, in Isotope Effects in Chemical Reactions (ACS Monograph 167), ed. C. J. Collins and N. S. Bowman, Van Nostrand, New York, 1971, pp. 377-383.
    • (1971) Isotope Effects in Chemical Reactions , pp. 377-383
    • Fry, A.1
  • 14
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    • Wiley-Interscience, New York, and references cited therein
    • For examples, see: (a) J. March, Advanced Organic Chemistry, 4th edn., Wiley-Interscience, New York, 1992, p. 306, and references cited therein; (b) D. S. Chung, C. K. Kim, B.-S. Lee and I. Lee, Tetrahedron, 1993, 37, 8359; (c) D. N. Kevill, N. H. J. Ismail and M. J. D'Souza, J. Org. Chem., 1994, 59, 6303.
    • (1992) Advanced Organic Chemistry, 4th Edn. , pp. 306
    • March, J.1
  • 15
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    • For examples, see: (a) J. March, Advanced Organic Chemistry, 4th edn., Wiley-Interscience, New York, 1992, p. 306, and references cited therein; (b) D. S. Chung, C. K. Kim, B.-S. Lee and I. Lee, Tetrahedron, 1993, 37, 8359; (c) D. N. Kevill, N. H. J. Ismail and M. J. D'Souza, J. Org. Chem., 1994, 59, 6303.
    • (1993) Tetrahedron , vol.37 , pp. 8359
    • Chung, D.S.1    Kim, C.K.2    Lee, B.-S.3    Lee, I.4
  • 16
    • 0000101046 scopus 로고
    • For examples, see: (a) J. March, Advanced Organic Chemistry, 4th edn., Wiley-Interscience, New York, 1992, p. 306, and references cited therein; (b) D. S. Chung, C. K. Kim, B.-S. Lee and I. Lee, Tetrahedron, 1993, 37, 8359; (c) D. N. Kevill, N. H. J. Ismail and M. J. D'Souza, J. Org. Chem., 1994, 59, 6303.
    • (1994) J. Org. Chem. , vol.59 , pp. 6303
    • Kevill, D.N.1    Ismail, N.H.J.2    D'Souza, M.J.3
  • 27
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    • CI plots being observed (J. Phys. Org. Chem., 1992, 5, 287).
    • (1992) J. Phys. Org. Chem. , vol.5 , pp. 287
  • 28
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    • For pioneering work, see, for examples: (a) D. J. Raber, J. M. Harris, R. E. Hall and P. v. R. Schleyer, J. Am. Chem. Soc., 1971, 93, 4821; (b) D. J. Raber, J. M. Harris and P. v. R. Schleyer, J. Am. Chem. Soc., 1971, 93, 4829; (c) R. A. Sneen, Acc. Chem. Res., 1973, 6, 46.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 4821
    • Raber, D.J.1    Harris, J.M.2    Hall, R.E.3    Schleyer, P.V.R.4
  • 29
    • 0000327967 scopus 로고
    • For pioneering work, see, for examples: (a) D. J. Raber, J. M. Harris, R. E. Hall and P. v. R. Schleyer, J. Am. Chem. Soc., 1971, 93, 4821; (b) D. J. Raber, J. M. Harris and P. v. R. Schleyer, J. Am. Chem. Soc., 1971, 93, 4829; (c) R. A. Sneen, Acc. Chem. Res., 1973, 6, 46.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 4829
    • Raber, D.J.1    Harris, J.M.2    Schleyer, P.V.R.3
  • 30
    • 0003541233 scopus 로고
    • For pioneering work, see, for examples: (a) D. J. Raber, J. M. Harris, R. E. Hall and P. v. R. Schleyer, J. Am. Chem. Soc., 1971, 93, 4821; (b) D. J. Raber, J. M. Harris and P. v. R. Schleyer, J. Am. Chem. Soc., 1971, 93, 4829; (c) R. A. Sneen, Acc. Chem. Res., 1973, 6, 46.
    • (1973) Acc. Chem. Res. , vol.6 , pp. 46
    • Sneen, R.A.1
  • 32
    • 0347552855 scopus 로고    scopus 로고
    • note
    • Although in some cases the first 0.02 M of sodium azide was found to exhibit a larger effect than the use of the second 0.02 M of salt (see for instance, ref. 15), other examples, such as 2-propyl tosylate (ref. 24a), indicated the reverse.
  • 33
    • 0348182337 scopus 로고    scopus 로고
    • note
    • For discussion, see ref. 2, p. 53 and the literature cited therein.
  • 35
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    • Isotope Effects in Chemical Reactions, ed. J. Collins and N. S. Bowman, Van Nostrand Reinhold, New York
    • For a review of early work, see: V. J. Shiner, Jr, in Isotope Effects in Chemical Reactions, ACS Monograph No. 167, ed. J. Collins and N. S. Bowman, Van Nostrand Reinhold, New York, 1970, pp. 104-137.
    • (1970) ACS Monograph No. 167 , vol.167 , pp. 104-137
    • Shiner V.J., Jr.1
  • 36
    • 0346921727 scopus 로고
    • ed. E. Buncel and C. C. Lee, Elsevier, Amsterdam, ch. 5
    • For example of general discussion, see: K. C. Westaway, in Isotopes in Organic Chemistry, vol. 7, ed. E. Buncel and C. C. Lee, Elsevier, Amsterdam, 1987, ch. 5.
    • (1987) Isotopes in Organic Chemistry , vol.7
    • Westaway, K.C.1
  • 45
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    • MS Thesis, National Taiwan University
    • J.-D. Fan, MS Thesis, National Taiwan University, 1996.
    • (1996)
    • Fan, J.-D.1
  • 48
    • 0347552853 scopus 로고    scopus 로고
    • note
    • No analysis for 4 has been performed since it is not meaningful to employ only eight data to a three-term equation.


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