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Volumn 22, Issue 10, 2001, Pages 1127-1130

The reactivity and stability studies of benzoquinone methides by Ab initio calculations

Author keywords

Ab initio; B3LYP; Benzoquinone methide

Indexed keywords

BENZOQUINONE DERIVATIVE; BENZOQUINONE METHIDE; UNCLASSIFIED DRUG;

EID: 0035540450     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (3)

References (49)
  • 7
    • 0001623803 scopus 로고
    • John Wiley and Sons: New York
    • (g) For a review on quinone methides, see: Wagner, H. U.; Gompper, R. The Chemistry of Quinonoid Compounds; John Wiley and Sons: New York, 1974; part 2, pp 1145-1178.
    • (1974) The Chemistry of Quinonoid Compounds , Issue.PART 2 , pp. 1145-1178
    • Wagner, H.U.1    Gompper, R.2
  • 12
    • 0001520209 scopus 로고
    • 1H-NMR spectroscopy in a dilute solution by Winstein. (a) Dyall, L. K.; Winstein, S. J. Am. Chem. Soc. 1972, 94, 2196. (b) Winstein, S.; Filar, L. J. Tetrahedron Lett. 1960, 25, 9.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 2196
    • Dyall, L.K.1    Winstein, S.2
  • 13
    • 0001520209 scopus 로고
    • 1H-NMR spectroscopy in a dilute solution by Winstein. (a) Dyall, L. K.; Winstein, S. J. Am. Chem. Soc. 1972, 94, 2196. (b) Winstein, S.; Filar, L. J. Tetrahedron Lett. 1960, 25, 9.
    • (1960) Tetrahedron Lett. , vol.25 , pp. 9
    • Winstein, S.1    Filar, L.J.2
  • 14
    • 0000327281 scopus 로고    scopus 로고
    • 3I and (d) treatment of 4-(benzotriazol-1-ylmethyl)-2,6-di-tert-butylphenol with base.
    • (1970) J. Org. Chem. , vol.35 , pp. 715
    • Bolon, D.A.1
  • 15
    • 0001017163 scopus 로고
    • 3I and (d) treatment of 4-(benzotriazol-1-ylmethyl)-2,6-di-tert-butylphenol with base.
    • (1970) J. Org. Chem. , vol.35 , pp. 3714
    • Orlando, C.M.1
  • 16
    • 0013388753 scopus 로고
    • 3I and (d) treatment of 4-(benzotriazol-1-ylmethyl)-2,6-di-tert-butylphenol with base.
    • (1967) J. Org. Chem. , vol.32 , pp. 3214
    • Hill, J.H.L.1
  • 18
    • 0000327281 scopus 로고    scopus 로고
    • note
    • 3I and (d) treatment of 4-(benzotriazol-1-ylmethyl)-2,6-di-tert-butylphenol with base.
  • 19
    • 0000327281 scopus 로고    scopus 로고
    • note
    • 3I and (d) treatment of 4-(benzotriazol-1-ylmethyl)-2,6-di-tert-butylphenol with base.
  • 20
    • 0000327281 scopus 로고    scopus 로고
    • note
    • 3I and (d) treatment of 4-(benzotriazol-1-ylmethyl)-2,6-di-tert-butylphenol with base.
  • 21
    • 0000080033 scopus 로고
    • (a) Starnes, W. H.; Myers, J. A.; Lauff, J. J. J. Org. Chem. 1969, 34, 3404. (b) Starnes, W. H.; Lauff, J. J. J. Org. Chem. 1970, 35, 1978. (c) Becker, H.; Gustafsson, K. J. Org. Chem. 1976, 41, 214. (d) Katritzky, A. R.; Zhang, Z.; Lang, H.; Lan, X. J. Org. Chem. 1994, 59, 7209. For examples of calixarene p-quinone methide, see: (e) Gutsche, C. D.; Nam, K. C. J. Am. Chem. Soc. 1988, 110, 6153. (f) Alan, I.; Sharma, S. K.; Gutsche, C. D. J. Org. Chem. 1994, 59, 3716.
    • (1969) J. Org. Chem. , vol.34 , pp. 3404
    • Starnes, W.H.1    Myers, J.A.2    Lauff, J.J.3
  • 22
    • 0013452054 scopus 로고
    • (a) Starnes, W. H.; Myers, J. A.; Lauff, J. J. J. Org. Chem. 1969, 34, 3404. (b) Starnes, W. H.; Lauff, J. J. J. Org. Chem. 1970, 35, 1978. (c) Becker, H.; Gustafsson, K. J. Org. Chem. 1976, 41, 214. (d) Katritzky, A. R.; Zhang, Z.; Lang, H.; Lan, X. J. Org. Chem. 1994, 59, 7209. For examples of calixarene p-quinone methide, see: (e) Gutsche, C. D.; Nam, K. C. J. Am. Chem. Soc. 1988, 110, 6153. (f) Alan, I.; Sharma, S. K.; Gutsche, C. D. J. Org. Chem. 1994, 59, 3716.
    • (1970) J. Org. Chem. , vol.35 , pp. 1978
    • Starnes, W.H.1    Lauff, J.J.2
  • 23
    • 0001014360 scopus 로고
    • (a) Starnes, W. H.; Myers, J. A.; Lauff, J. J. J. Org. Chem. 1969, 34, 3404. (b) Starnes, W. H.; Lauff, J. J. J. Org. Chem. 1970, 35, 1978. (c) Becker, H.; Gustafsson, K. J. Org. Chem. 1976, 41, 214. (d) Katritzky, A. R.; Zhang, Z.; Lang, H.; Lan, X. J. Org. Chem. 1994, 59, 7209. For examples of calixarene p-quinone methide, see: (e) Gutsche, C. D.; Nam, K. C. J. Am. Chem. Soc. 1988, 110, 6153. (f) Alan, I.; Sharma, S. K.; Gutsche, C. D. J. Org. Chem. 1994, 59, 3716.
    • (1976) J. Org. Chem. , vol.41 , pp. 214
    • Becker, H.1    Gustafsson, K.2
  • 24
    • 0000368279 scopus 로고
    • (a) Starnes, W. H.; Myers, J. A.; Lauff, J. J. J. Org. Chem. 1969, 34, 3404. (b) Starnes, W. H.; Lauff, J. J. J. Org. Chem. 1970, 35, 1978. (c) Becker, H.; Gustafsson, K. J. Org. Chem. 1976, 41, 214. (d) Katritzky, A. R.; Zhang, Z.; Lang, H.; Lan, X. J. Org. Chem. 1994, 59, 7209. For examples of calixarene p-quinone methide, see: (e) Gutsche, C. D.; Nam, K. C. J. Am. Chem. Soc. 1988, 110, 6153. (f) Alan, I.; Sharma, S. K.; Gutsche, C. D. J. Org. Chem. 1994, 59, 3716.
    • (1994) J. Org. Chem. , vol.59 , pp. 7209
    • Katritzky, A.R.1    Zhang, Z.2    Lang, H.3    Lan, X.4
  • 25
    • 4544244655 scopus 로고
    • (a) Starnes, W. H.; Myers, J. A.; Lauff, J. J. J. Org. Chem. 1969, 34, 3404. (b) Starnes, W. H.; Lauff, J. J. J. Org. Chem. 1970, 35, 1978. (c) Becker, H.; Gustafsson, K. J. Org. Chem. 1976, 41, 214. (d) Katritzky, A. R.; Zhang, Z.; Lang, H.; Lan, X. J. Org. Chem. 1994, 59, 7209. For examples of calixarene p-quinone methide, see: (e) Gutsche, C. D.; Nam, K. C. J. Am. Chem. Soc. 1988, 110, 6153. (f) Alan, I.; Sharma, S. K.; Gutsche, C. D. J. Org. Chem. 1994, 59, 3716.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 6153
    • Gutsche, C.D.1    Nam, K.C.2
  • 26
    • 0001043987 scopus 로고
    • (a) Starnes, W. H.; Myers, J. A.; Lauff, J. J. J. Org. Chem. 1969, 34, 3404. (b) Starnes, W. H.; Lauff, J. J. J. Org. Chem. 1970, 35, 1978. (c) Becker, H.; Gustafsson, K. J. Org. Chem. 1976, 41, 214. (d) Katritzky, A. R.; Zhang, Z.; Lang, H.; Lan, X. J. Org. Chem. 1994, 59, 7209. For examples of calixarene p-quinone methide, see: (e) Gutsche, C. D.; Nam, K. C. J. Am. Chem. Soc. 1988, 110, 6153. (f) Alan, I.; Sharma, S. K.; Gutsche, C. D. J. Org. Chem. 1994, 59, 3716.
    • (1994) J. Org. Chem. , vol.59 , pp. 3716
    • Alan, I.1    Sharma, S.K.2    Gutsche, C.D.3
  • 34
    • 0000189651 scopus 로고
    • The density functional theory calculations employed Becke's three parameter hybrid method (Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652) and the correlation functional of Lee (Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 785-789) within the Gaussian 94 program (Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. E R; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. GAUSSIAN 94, Revision B.2; Gaussian, Inc.: Pittsburg, PA, 1995).
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 35
    • 0345491105 scopus 로고
    • The density functional theory calculations employed Becke's three parameter hybrid method (Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652) and the correlation functional of Lee (Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 785-789) within the Gaussian 94 program (Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. E R; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. GAUSSIAN 94, Revision B.2; Gaussian, Inc.: Pittsburg, PA, 1995).
    • (1988) Phys. Rev. B , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3


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