-
3
-
-
4243664295
-
-
Hansch, C.; Leo, A.; Tafts, R. M. Chem. Rev. 1991, 91, 165.
-
(1991)
Chem. Rev.
, vol.91
, pp. 165
-
-
Hansch, C.1
Leo, A.2
Tafts, R.M.3
-
7
-
-
0033234981
-
-
(b) Waisser, K.; Palat, K., Jr.; Exner, O. Collect. Czech. Chem. Commun. 1999, 64, 1295.
-
(1999)
Collect. Czech. Chem. Commun.
, vol.64
, pp. 1295
-
-
Waisser, K.1
Palat Jr., K.2
Exner, O.3
-
9
-
-
0036757778
-
-
(b) Liu, L.; Cheng, Y.-H.; Fu, Y.; Chen, R.; Guo, Q.-X. J. Chem. Inf. Comput. Sci. 2002, 42, 1164
-
(2002)
J. Chem. Inf. Comput. Sci.
, vol.42
, pp. 1164
-
-
Liu, L.1
Cheng, Y.-H.2
Fu, Y.3
Chen, R.4
Guo, Q.-X.5
-
11
-
-
0037144710
-
-
Cheng, Y.-H.; Zhao, X.; Song, K.-S.; Liu, L.; Guo, Q.-X. J. Org. Chem. 2002, 67, 6638.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 6638
-
-
Cheng, Y.-H.1
Zhao, X.2
Song, K.-S.3
Liu, L.4
Guo, Q.-X.5
-
12
-
-
0347926178
-
-
(b) Song, K.-S.; Liu, L.; Guo, Q.-X. J. Org. Chem. 2003, 68, 262.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 262
-
-
Song, K.-S.1
Liu, L.2
Guo, Q.-X.3
-
15
-
-
0034684252
-
-
(c) Cheng, J.-P.; Liu, B.; Zhao, Y.; Wen, Z.; Sun, Y. J. Am. Chem. Soc. 2000, 122, 9987.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 9987
-
-
Cheng, J.-P.1
Liu, B.2
Zhao, Y.3
Wen, Z.4
Sun, Y.5
-
16
-
-
0037130675
-
-
(d) Pratt, D. A.; DiLabio, G. A.; Valgimigli, L.; Pedulli, G. F.; Ingold, K. U. J. Am. Chem. Soc. 2002, 124, 11085.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 11085
-
-
Pratt, D.A.1
DiLabio, G.A.2
Valgimigli, L.3
Pedulli, G.F.4
Ingold, K.U.5
-
17
-
-
0038278592
-
-
Fu, Y.; Liu, L.; Lin, B.-L.; Mou, Y.; Cheng, Y.-H.; Guo, Q.-X. J. Org. Chem. 2003, 68, 4657.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 4657
-
-
Fu, Y.1
Liu, L.2
Lin, B.-L.3
Mou, Y.4
Cheng, Y.-H.5
Guo, Q.-X.6
-
18
-
-
84983037018
-
-
It is worthy to note that Pross and Radom first proposed the concept of substituent interaction energy. See: Pross, A.; Radom, L. Prog. Phys. Org. Chem. 1981, 13, 1.
-
(1981)
Prog. Phys. Org. Chem.
, vol.13
, pp. 1
-
-
Pross, A.1
Radom, L.2
-
19
-
-
0000991234
-
-
Although substituent interaction energies have been utilized in a few studies, for example: (a) Pross, A.; Radom, L.; Taft, R. W. J. Org. Chem. 1980, 45, 818.
-
(1980)
J. Org. Chem.
, vol.45
, pp. 818
-
-
Pross, A.1
Radom, L.2
Taft, R.W.3
-
22
-
-
0142119418
-
-
no one has attempted to derive a two-variable free-energy relationship for substituent interaction energies
-
(d) Exner, O.; Bohm, S. S. Chem. Eur. J. 2003, 9, 4718. no one has attempted to derive a two-variable free-energy relationship for substituent interaction energies.
-
(2003)
S. Chem. Eur. J.
, vol.9
, pp. 4718
-
-
Exner, O.1
Bohm, S.2
-
24
-
-
0003662632
-
-
Gaussian Inc.: Pittsburgh, PA
-
Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A. Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaraomi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, revision A.7; Gaussian Inc.: Pittsburgh, PA, 1998.
-
(1998)
Gaussian 98, Revision A.7
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman, J.R.6
Zakrzewski, V.G.7
Montgomery Jr., J.A.8
Stratmann, R.E.9
Burant, J.C.10
Dapprich, S.11
Millam, J.M.12
Daniels, A.D.13
Kudin, K.N.14
Strain, M.C.15
Farkas, O.16
Tomasi, J.17
Barone, V.18
Cossi, M.19
Cammi, R.20
Mennucci, B.21
Pomelli, C.22
Adamo, C.23
Clifford, S.24
Ochterski, J.25
Petersson, G.A.26
Ayala, P.Y.27
Cui, Q.28
Morokuma, K.29
Malick, D.K.30
Rabuck, A.D.31
Raghavachari, K.32
Foresman, J.B.33
Cioslowski, J.34
Ortiz, J.V.35
Stefanov, B.B.36
Liu, G.37
Liashenko, A.38
Piskorz, P.39
Komaraomi, I.40
Gomperts, R.41
Martin, R.L.42
Fox, D.J.43
Keith, T.44
Al-Laham, M.A.45
Peng, C.Y.46
Nanayakkara, A.47
Gonzalez, C.48
Challacombe, M.49
Gill, P.M.W.50
Johnson, B.G.51
Chen, W.52
Wong, M.W.53
Andres, J.L.54
Head-Gordon, M.55
Replogle, E.S.56
Pople, J.A.57
more..
-
26
-
-
0034422658
-
-
(b) Curtis, L. A.; Redfern, P. C.; Frurip, D. J. Rev. Comput. Chem. 2000, 15, 147.
-
(2000)
Rev. Comput. Chem.
, vol.15
, pp. 147
-
-
Curtis, L.A.1
Redfern, P.C.2
Frurip, D.J.3
-
28
-
-
1842727323
-
-
(d) Fang, Y.; Liu, L.; Guo, Q.-X. Chem. Res. Chin. Univ. 2002, 18, 348.
-
(2002)
Chem. Res. Chin. Univ.
, vol.18
, pp. 348
-
-
Fang, Y.1
Liu, L.2
Guo, Q.-X.3
-
29
-
-
1842677078
-
-
(e) Cheng, Y.-H.; Fu, Y.; Liu, L.; Guo, Q.-X. Chin J. Chem. 2003, 21, 1433.
-
(2003)
Chin J. Chem.
, vol.21
, pp. 1433
-
-
Cheng, Y.-H.1
Fu, Y.2
Liu, L.3
Guo, Q.-X.4
-
33
-
-
0037322078
-
-
(c) Diez y Riega, H.; Rincon, L.; Almeida, R. J. Phys. Org. Chem. 2003, 16, 107.
-
(2003)
J. Phys. Org. Chem.
, vol.16
, pp. 107
-
-
Diez Riega, H.1
Rincon, L.2
Almeida, R.3
-
36
-
-
85039523655
-
-
note
-
It is worth mentioning that the original Hammett equation is ΔG = ρδ. However, since we are focusing on the gas-phase energetics and the entropy change of an isodesmic reaction is negligible, we could use a modified Hammett equation, i.e., ΔE = ρδ in the present study.
-
-
-
-
40
-
-
33845376993
-
-
Pauling originally considered atom electronegativity only. Extension of this concept to a group of atoms gave rise to the term "group electronegativity". For more, please read: (a) Mullay, J. J. Am. Chem. Soc. 1985, 107, 7271.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 7271
-
-
Mullay, J.1
-
42
-
-
0029208661
-
-
(c) Xie, Q.; Sun, H.; Xie, G.; Zhou, J. J. Chem. Inf. Comput. Sci. 1995, 35, 106.
-
(1995)
J. Chem. Inf. Comput. Sci.
, vol.35
, pp. 106
-
-
Xie, Q.1
Sun, H.2
Xie, G.3
Zhou, J.4
-
44
-
-
0041868967
-
-
(e) Nie, C.-M.; Wen, S.-N.; Li, Z.-H.; Xie, S.-B.; Wang, H.-Q. Acta Chim. Sin. 2002, 60, 207.
-
(2002)
Acta Chim. Sin.
, vol.60
, pp. 207
-
-
Nie, C.-M.1
Wen, S.-N.2
Li, Z.-H.3
Xie, S.-B.4
Wang, H.-Q.5
-
46
-
-
0036347038
-
-
(g) Zueva, E. M.; Galkin, V. I.; Cherkasov, A. R.; Cherkasov, R. A. Russ. J. Org. Chem. 2002, 38, 613.
-
(2002)
Russ. J. Org. Chem.
, vol.38
, pp. 613
-
-
Zueva, E.M.1
Galkin, V.I.2
Cherkasov, A.R.3
Cherkasov, R.A.4
-
47
-
-
0037453558
-
-
(h) Matsunaga, N.; Rogers, D. W.; Zavitsas, A. A. J. Org. Chem. 2003, 68, 3158.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 3158
-
-
Matsunaga, N.1
Rogers, D.W.2
Zavitsas, A.A.3
-
48
-
-
0033717885
-
-
It is worthy to note that other definitions of electronegativity have also been proposed. For recent examples, see: (a) Murphy, L. R.; Meek, T. L.; Allred, A. L.; Allen, L. C. J. Phys. Chem. A 2000, 104, 5867.
-
(2000)
J. Phys. Chem. A
, vol.104
, pp. 5867
-
-
Murphy, L.R.1
Meek, T.L.2
Allred, A.L.3
Allen, L.C.4
-
49
-
-
0037194920
-
-
(b) Bultinck, P.; Langenaeker, W.; Lahorte, P.; De Proft, F.; Geerlings, P.; Van Alsenoy, C.; Tollenaera, J. P. J. Phys. Chem. A 2002, 106, 7895.
-
(2002)
J. Phys. Chem. A
, vol.106
, pp. 7895
-
-
Bultinck, P.1
Langenaeker, W.2
Lahorte, P.3
De Proft, F.4
Geerlings, P.5
Van Alsenoy, C.6
Tollenaera, J.P.7
-
52
-
-
0042695671
-
-
(e) Hu, H.-Q.; Chen, Z.-D.; Liu, C.-B. Acta Chim. Sin. 2002, 60, 1794.
-
(2002)
Acta Chim. Sin.
, vol.60
, pp. 1794
-
-
Hu, H.-Q.1
Chen, Z.-D.2
Liu, C.-B.3
-
53
-
-
0041841403
-
-
(f) Putz, M. V.; Russo, N.; Sililia, E. J. Phys. Chem. A 2003, 107, 5461.
-
(2003)
J. Phys. Chem. A
, vol.107
, pp. 5461
-
-
Putz, M.V.1
Russo, N.2
Sililia, E.3
-
56
-
-
1842777841
-
-
Many people have attempted to correlate the Hammett substituent constants for benzene systems with various scales of group electronegativity. See: (a) Sekigawa, K. Tetrahedron 1972, 28, 505.
-
(1972)
Tetrahedron
, vol.28
, pp. 505
-
-
Sekigawa, K.1
-
57
-
-
0006625649
-
-
(b) Marriott, S.; Reynolds, W. F.; Taft, R. W.; Topsom, R. D. J. Org. Chem. 1984, 49, 959.
-
(1984)
J. Org. Chem.
, vol.49
, pp. 959
-
-
Marriott, S.1
Reynolds, W.F.2
Taft, R.W.3
Topsom, R.D.4
-
59
-
-
84987013521
-
-
(d) Inamoto, N.; Masuda, S.; Niwa, J. J. Phys. Org. Chem. 1990, 3, 209.
-
(1990)
J. Phys. Org. Chem.
, vol.3
, pp. 209
-
-
Inamoto, N.1
Masuda, S.2
Niwa, J.3
-
61
-
-
0041877480
-
-
(f) Campanelli, A. R.; Domenicano, A.; Ramondo, F. J. Phys. Chem. A 2003, 107, 6429.
-
(2003)
J. Phys. Chem. A
, vol.107
, pp. 6429
-
-
Campanelli, A.R.1
Domenicano, A.2
Ramondo, F.3
-
62
-
-
85039526665
-
-
note
-
4) and group electronegativities (spacer = nil) are different substituent constants for different X-spacer-Y systems.
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