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Volumn 70, Issue 4, 2005, Pages 1456-1458

Solvent effects on the 9-hydroxymethylanthracene + N-ethylmaleimide Diels-Alder reaction. A theoretical study

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ANALYSIS; AROMATIC COMPOUNDS; CARBON DIOXIDE; POLARIZATION; REACTION KINETICS; REGRESSION ANALYSIS; SUPERCRITICAL FLUIDS;

EID: 13844320098     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048257t     Document Type: Article
Times cited : (14)

References (34)
  • 7
    • 13844310593 scopus 로고    scopus 로고
    • note
    • This theory was suggested in a footnote in the article by Breslow (ref 1).
  • 15
    • 21044458904 scopus 로고
    • 1/2) were taken from the following sources. Non-hydrogen-bonding solvents: (a) Abboud, J.-L. M.; Notario, R. Pure Appl. Chem. 1989, 71, 645-718. HBD solvents: (b) Marcus, Y. The Properties of Solvents; Wiley: Chichester, UK, 1998. FC-75: (c) Ref 4.
    • (1989) Pure Appl. Chem. , vol.71 , pp. 645-718
    • Abboud, J.-L.M.1    Notario, R.2
  • 16
    • 0004219659 scopus 로고    scopus 로고
    • Wiley: Chichester, UK
    • 1/2) were taken from the following sources. Non-hydrogen-bonding solvents: (a) Abboud, J.-L. M.; Notario, R. Pure Appl. Chem. 1989, 71, 645-718. HBD solvents: (b) Marcus, Y. The Properties of Solvents; Wiley: Chichester, UK, 1998. FC-75: (c) Ref 4.
    • (1998) The Properties of Solvents
    • Marcus, Y.1
  • 17
    • 13844307471 scopus 로고    scopus 로고
    • Ref 4
    • 1/2) were taken from the following sources. Non-hydrogen-bonding solvents: (a) Abboud, J.-L. M.; Notario, R. Pure Appl. Chem. 1989, 71, 645-718. HBD solvents: (b) Marcus, Y. The Properties of Solvents; Wiley: Chichester, UK, 1998. FC-75: (c) Ref 4.
  • 19
    • 0041573625 scopus 로고
    • π* values (in MPa) of hydrogen-bonding solvents were taken from: (a) Kamlet, M. J.; Abboud, J.-L. M.; Abraham, M. H.; Taft, R. W. J. Org. Chem. 1983, 48, 2877-2887. For non-hydrogen-bonding solvents, π* values were taken from: (b) Laurence, C.; Nicolet, P.; Dalati, M. T.; Abboud, J.-L. M.; Notario, R. J. Phys. Chem. 1994, 98, 5807-5816.
    • (1983) J. Org. Chem. , vol.48 , pp. 2877-2887
    • Kamlet, M.J.1    Abboud, J.-L.M.2    Abraham, M.H.3    Taft, R.W.4
  • 20
    • 33751158711 scopus 로고
    • π* values (in MPa) of hydrogen-bonding solvents were taken from: (a) Kamlet, M. J.; Abboud, J.-L. M.; Abraham, M. H.; Taft, R. W. J. Org. Chem. 1983, 48, 2877-2887. For non-hydrogen-bonding solvents, π* values were taken from: (b) Laurence, C.; Nicolet, P.; Dalati, M. T.; Abboud, J.-L. M.; Notario, R. J. Phys. Chem. 1994, 98, 5807-5816.
    • (1994) J. Phys. Chem. , vol.98 , pp. 5807-5816
    • Laurence, C.1    Nicolet, P.2    Dalati, M.T.3    Abboud, J.-L.M.4    Notario, R.5
  • 21
    • 13844314991 scopus 로고    scopus 로고
    • note
    • 2 parameters. Therefore, no change in the number of independent parameters is introduced in our model through the replacement of δ by the π* parameter.
  • 22
    • 37049089554 scopus 로고
    • Large deviation from a linear regression model has also been found for TFE in a study on the regioselectivity of the isoprene + methyl vinyl ketone Diels-Alder reaction. The corresponding IR spectrum allows this result to be attributed to the double hydrogen-bonding coordination of the solvent to the dienophile. Cativiela, C.; García, J. I.; Mayoral, J. A.; Salvatella, J. Chem. Soc., Perkin Trans. 2 1994, 847-851.
    • (1994) J. Chem. Soc., Perkin Trans. 2 , pp. 847-851
    • Cativiela, C.1    García, J.I.2    Mayoral, J.A.3    Salvatella4
  • 31
    • 13844316162 scopus 로고    scopus 로고
    • This TS (calculated at the B3LYP/6-31G(d) level) is shown in ref 5
    • This TS (calculated at the B3LYP/6-31G(d) level) is shown in ref 5.
  • 33
    • 13844306034 scopus 로고    scopus 로고
    • -1, respectively
    • -1, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.