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Volumn 124, Issue 43, 2002, Pages 12881-12888

The role of hydrogen bonding on the H-atom-donating abilities of catechols and naphthalene diols and on a previously overlooked aspect of their infrared spectra

Author keywords

[No Author keywords available]

Indexed keywords

DISSOCIATION ENTHALPY;

EID: 0037202193     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja020757l     Document Type: Article
Times cited : (111)

References (43)
  • 1
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    • CNR
    • C N R.
  • 2
    • 2142850822 scopus 로고    scopus 로고
    • Mount Allison University
    • Mount Allison University.
  • 3
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    • NRCC
    • N R C C.
  • 22
    • 2142796881 scopus 로고    scopus 로고
    • note
    • 15
  • 23
    • 2142851145 scopus 로고    scopus 로고
    • note
    • A kinetic analysis of H-atom abstraction from the species shown in Scheme 2 is given as Supporting Information.
  • 24
    • 0033638903 scopus 로고    scopus 로고
    • This simplicity is emphasized by the recent use of DPPH· to assess the stability of drug candidates toward reaction with oxygen and oxygen-centered radicals at an early stage in the drug development process; see: Karki, S. B.; Treemaneekarn, V.; Kaufman, M. J. J. Pharm. Sci. 2000, 89, 1518-1524.
    • (2000) J. Pharm. Sci. , vol.89 , pp. 1518-1524
    • Karki, S.B.1    Treemaneekarn, V.2    Kaufman, M.J.3
  • 25
    • 2142851294 scopus 로고    scopus 로고
    • Full data are given as Supporting Information
    • Full data are given as Supporting Information.
  • 26
    • 2142685515 scopus 로고    scopus 로고
    • note
    • 2CO.
  • 28
    • 2142739816 scopus 로고    scopus 로고
    • note
    • Interestingly, DFT calculations on 6/HBA complexes have revealed that the O-H stretching frequencies for the intermolecular hydrogen-bonded complexes are almost identical for the "HO-away-from-MeO" conformer. i.e., the simple intermolecular H-bond, as for the "HO-toward-MeO" conformer, i.e., the trifurcated inter-intra hydrogen bond; see footnote 34 in ref 11.
  • 29
    • 2142678953 scopus 로고    scopus 로고
    • note
    • 4 and small differences in the true concentration of 1 are not unlikely. The same is true for the other diols; see the Supporting Information.
  • 30
    • 2142850862 scopus 로고    scopus 로고
    • note
    • -1 band arising from intermolecular H-bonds between 1 and DMSO; see the inset in Figure 4.
  • 33
    • 2142788833 scopus 로고    scopus 로고
    • note
    • 28 relative to the same OH pointing "away". In the case of 4, the preferred "free" OH and its degree of preference is unknown.
  • 37
    • 2142803157 scopus 로고    scopus 로고
    • note
    • 29c
  • 40
    • 2142843117 scopus 로고    scopus 로고
    • note
    • -1 29b
  • 43
    • 2142851196 scopus 로고    scopus 로고
    • note
    • 31 regarding any shift of this band to lower frequencies: "No such shift is observed".


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.