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Volumn 122, Issue 30, 2000, Pages 7351-7357

Experimental and theoretical evaluation of energetics for nucleophilic solvent participation in the solvolysis of tertiary alkyl chlorides on the basis of gas phase bridgehead carbocation stabilities

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; CHLORIDE; SOLVENT;

EID: 0034596318     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0004635     Document Type: Article
Times cited : (50)

References (68)
  • 22
    • 84962431284 scopus 로고
    • Olah, G. A., Ed.; John Wiley & Sons: New York, Chapter 6
    • (c) Müller, P.; Mareda, J. In Cage Hydrocarbons; Olah, G. A., Ed.; John Wiley & Sons: New York, 1990; Chapter 6.
    • (1990) Cage Hydrocarbons
    • Müller, P.1    Mareda, J.2
  • 30
    • 0042066856 scopus 로고
    • Fourier Transform Mass Spectrometry. Evolution, Innovation, and Applications
    • Buchanan, M. V., Ed.; American Chemical Society: Washington, DC, Chapter 5
    • Laukien, F. H.; Allemann, M.; Bischofberger, P.; Grossmann, P.; Kellrhals, P.; Kopfel, P. In Fourier Transform Mass Spectrometry. Evolution, Innovation, and Applications; Buchanan, M. V., Ed.; ACS Symp. Ser. No. 359; American Chemical Society: Washington, DC, 1987; Chapter 5.
    • (1987) ACS Symp. Ser. No. 359 , vol.359
    • Laukien, F.H.1    Allemann, M.2    Bischofberger, P.3    Grossmann, P.4    Kellrhals, P.5    Kopfel, P.6
  • 52
    • 84962401103 scopus 로고    scopus 로고
    • note
    • -1. This correlation includes data for compounds 1Cl to 4Cl and 6Cl to 8Cl. The less reliable datum for 5Cl was not included.
  • 55
    • 84962411807 scopus 로고    scopus 로고
    • note
    • 29 were used.
  • 56
    • 84962354238 scopus 로고    scopus 로고
    • note
    • -1 at 25.0°C.
  • 57
    • 0001602339 scopus 로고
    • 12 The rate ratio between 9Cl and 8Cl has been reported as 211 in 80% ethanol at 70°C: Bingham, R. C.; Schleyer, P. v. R. J. Am. Chem. Soc. 1971, 93, 3189-3199.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 3189-3199
    • Bingham, R.C.1    Schleyer, P.V.R.2
  • 58
    • 84962471962 scopus 로고    scopus 로고
    • note
    • 34b However, the essential agreements of the δΔG‡ data for 7Cl with the bridgehead line suggest the discrete formation of an ion-pair intermediate that is usually the case in the solvolysis of bridgehead substrates.
  • 61
    • 84962456456 scopus 로고    scopus 로고
    • 2c
    • 2c
  • 62
    • 84962471967 scopus 로고    scopus 로고
    • note
    • 10a,12 indicates that the points for 6Cl and 7Cl in 97% HFIP fall well within the line. For 80% ethanol solvent, the point for 6Cl is on the borderline and that for 7Cl is well within the line.


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