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Volumn 13, Issue 5, 2011, Pages 972-975

Chemical reactivity of the imidazole: A semblance of pyridine and pyrrole?

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EID: 79952172607     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol103011h     Document Type: Article
Times cited : (40)

References (35)
  • 5
    • 34249671130 scopus 로고    scopus 로고
    • general, pi is not susceptible to nucleophilic attack and the position C-2 of iz is usually electrophilic. See ref 1a and
    • In general, pi is not susceptible to nucleophilic attack and the position C-2 of iz is usually electrophilic. See ref 1a and Guadarrama-Morales, O.; Méndez, F.; Miranda, L. D. Tetrahedron Lett. 2007, 48, 4515
    • (2007) Tetrahedron Lett. , vol.48 , pp. 4515
    • Guadarrama-Morales, O.1    Méndez, F.2    Miranda, L.D.3
  • 20
    • 0038626673 scopus 로고    scopus 로고
    • revision C.02; Gaussian, Inc.: Wallingford, CT,. Full reference for Gaussian 03 program is provided in the Supporting Information.
    • Frisch, M. J. Gaussian 03, revision C.02; Gaussian, Inc.: Wallingford, CT, 2004. Full reference for Gaussian 03 program is provided in the Supporting Information.
    • (2004) Gaussian 03
    • Frisch, M.J.1
  • 27
    • 79952137422 scopus 로고    scopus 로고
    • The iz ring has very high solubility in water and is less soluble in nonpolar solvents.
    • The iz ring has very high solubility in water and is less soluble in nonpolar solvents.
  • 29
    • 79952180307 scopus 로고    scopus 로고
    • Red colors correspond to positive values.
    • Red colors correspond to positive values.
  • 32
    • 33845375966 scopus 로고
    • k values were calculated using the Mulliken population analysis and a finite-difference approximation (Tables S7-S9 in the Supporting Information). For definition of condensed Fukui functions, see
    • k values were calculated using the Mulliken population analysis and a finite-difference approximation (Tables S7-S9 in the Supporting Information). For definition of condensed Fukui functions, see: Yang, W.; Mortier, W. J. J. Am. Chem. Soc. 1986, 108, 5708
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 5708
    • Yang, W.1    Mortier, W.J.2
  • 33
    • 79952121561 scopus 로고    scopus 로고
    • + (13.60 eV); see ref 4d.
    • + (13.60 eV); see ref 4d.
  • 35
    • 85056021601 scopus 로고    scopus 로고
    • 2 values indicate that the condensed values obtained from the Mulliken population analysis and the finite-difference approximation are reliable for the analysis.
    • 2 values indicate that the condensed values obtained from the Mulliken population analysis and the finite-difference approximation are reliable for the analysis.


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