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Volumn 54, Issue 12, 1998, Pages 2893-2904

The dehalogenation reaction of organic halides by tributyltin radical: The energy of activation vs. the BDE of the C-X bond

Author keywords

[No Author keywords available]

Indexed keywords

FREE RADICAL; NAPHTHALENE DERIVATIVE; ORGANOHALOGEN DERIVATIVE; TRIBUTYLTIN;

EID: 0032546282     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)83025-1     Document Type: Article
Times cited : (35)

References (39)
  • 17
    • 0000767606 scopus 로고
    • For a process requiring homolytic cleavage of a C-X bond, it is well supported that gas-phase and solution BDE's are essentially the same; see: Castelhano, A. L.; Griller, D. J. Am. Chem. Soc. 1982, 104, 3655.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 3655
    • Castelhano, A.L.1    Griller, D.2
  • 18
    • 0000852156 scopus 로고
    • Relative BDE data are available from photoacoustic calorimetry: Clark, K. B.; Wayner, D. D. M. J. Am. Chem. Soc. 1991, 113, 9363. The BDE of α-bromo-p-xylene is reported as 0.2 kcal/mol greater than that of the parent benzyl bromide. Being 61.2 kcal/mol the D(C-Br) of benzyl bromide, the D(C-Br) of α-bromo-p-xylene becomes 61.4 kcal/mol. The latter value has been used here, even though this slight difference is well within the uncertainty of the present determinations.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 9363
    • Clark, K.B.1    Wayner, D.D.M.2
  • 22
    • 13144297691 scopus 로고    scopus 로고
    • note
    • Experimental problems hampered our attempt to increase the number of iododerivatives investigated (see Experimental).
  • 26
    • 0003780317 scopus 로고
    • ACS Monograph 178; The American Chemical Society; Washington, DC
    • RNO Mechanism, ACS Monograph 178; The American Chemical Society; Washington, DC, 1983.
    • (1983) RNO Mechanism
    • Rossi, R.A.1    De Rossi, R.H.2
  • 30
    • 0041366939 scopus 로고
    • (b) Chem. Rev. 1987, 87, 557
    • (1987) Chem. Rev. , vol.87 , pp. 557
  • 38
    • 13144285589 scopus 로고
    • Lewis, E. S. Ed.; Wiley: New York
    • rd Ed; Lewis, E. S. Ed.; Wiley: New York, 1974, part I, p 159.
    • (1974) rd Ed , vol.159 , Issue.1 PART
    • Bunnett, J.F.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.