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Volumn 71, Issue 5, 2006, Pages 1961-1968

Fluorine as a π donor. Carbon 1s photoelectron spectroscopy and proton affinities of fluorobenzenes

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; ELECTRON TRANSITIONS; ENTHALPY; FLUORINE; FLUOROCARBONS; IONIZATION; PROTONS;

EID: 33644687635     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0523417     Document Type: Article
Times cited : (46)

References (51)
  • 2
    • 33644700950 scopus 로고    scopus 로고
    • note
    • p for fluorine. This is based on the acidity of p-benzoic acid in water. The value of 0.15 given in ref 1 is based on an average from 27 different reactions.
  • 28
    • 4243447021 scopus 로고
    • Chem. Phys. Lett. 1994, 231, 345-351:
    • (1994) Chem. Phys. Lett. , vol.231 , pp. 345-351
  • 29
    • 10544251362 scopus 로고
    • J. Phys. Chem. 1995, 99, 6468-6471.
    • (1995) J. Phys. Chem. , vol.99 , pp. 6468-6471
  • 32
    • 0004188680 scopus 로고    scopus 로고
    • Department of Physics, Materials Science University of Turku, FIN-20014 Turku. Finland
    • Kukk, E. SPANCF. Department of Physics, Materials Science University of Turku, FIN-20014 Turku. Finland (http://www.geocities.com/ekukk).
    • SPANCF
    • Kukk, E.1
  • 40
    • 33644677714 scopus 로고    scopus 로고
    • Unpublished result
    • Børve, K. Unpublished result.
    • Børve, K.1
  • 43
    • 33644687988 scopus 로고    scopus 로고
    • note
    • In ref 29, 1,2,4,5-tetrafluorobenzene is shown to have the same proton affinity as pentafluorobenzene, and 1,2,3,5-tetrafluorobenzene is shown to have the same proton affinity as 1,4-difluorobenzene. If we assign the value for pentafluorobenzene from ref 4 to 1,2,4,5-tetrafluorobenzene and the value for 1,4-difluorobenzene from ref 4 to 1,2,3,5-tetrafluorobenzene, then there is good agreement between experiment and theory for all 18 compounds.
  • 44
    • 33644684967 scopus 로고    scopus 로고
    • note
    • The proton affinity is the negative of the enthalpy of protonation.
  • 46
    • 33644675119 scopus 로고    scopus 로고
    • note
    • 2 = 0.99996 and rms of 11 meV, but the quadratic coefficients are small and at the limit of significance.
  • 48
    • 33644663991 scopus 로고    scopus 로고
    • note
    • Potentials and charge densities were calculated using the basis set described in the text. The calculations were done at the geometry determined in the B3LYP optimizations. The MP2 densities were used in calculating the potentials, and Hartree-Fock π wave functions were used in calculating the π-electron densities.
  • 49
    • 33644677507 scopus 로고    scopus 로고
    • note
    • 3 to define the surfaces that they displayed. In our calculations it is found that the highest density difference for the electrons on the para carbon is just above this level. The difference between their results and ours may lie in the small details of the calculations that are made apparent by their choice of this contour.
  • 51
    • 0004053307 scopus 로고
    • Chapman, M. B., Shorter, J., Eds.; Plenum: New York
    • Exner, O. In Correlation Analysis in Chemistry; Chapman, M. B., Shorter, J., Eds.; Plenum: New York, 1975; pp 439-546.
    • (1975) Correlation Analysis in Chemistry , pp. 439-546
    • Exner, O.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.