-
1
-
-
0003417469
-
-
Pergamon Press: New York, Chapter 2
-
(a) Comprehensive Organic Synthesis; Trost, B., Ed.; Pergamon Press: New York, 1991; Vol. 4, Chapter 2.
-
(1991)
Comprehensive Organic Synthesis
, vol.4
-
-
Trost, B.1
-
5
-
-
0004077160
-
-
Eaborn, C., Chapman, N. B., Eds.; Elsevier: Amsterdam
-
(b) Miller, J. In Aromatic Nucleophilic Substitution; Eaborn, C., Chapman, N. B., Eds.; Elsevier: Amsterdam, 1968.
-
(1968)
Aromatic Nucleophilic Substitution
-
-
Miller, J.1
-
16
-
-
85033136839
-
-
Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., Chapter 16
-
(b) Norris, R. K. In The Chemistry of Functional Groups; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1983; Suppl. D, Chapter 16.
-
(1983)
The Chemistry of Functional Groups
, Issue.SUPPL. D
-
-
Norris, R.K.1
-
22
-
-
1542799173
-
-
Knipe, A. C., Watts, W. E., Eds.; Wiley: New York, Chapter 7
-
(b) Crampton, M. R. In Organic Reaction Mechanisms; Knipe, A. C., Watts, W. E., Eds.; Wiley: New York, 1988; Chapter 7.
-
(1988)
Organic Reaction Mechanisms
-
-
Crampton, M.R.1
-
23
-
-
4444361992
-
-
Renfrew, A. H.; Taylor, J. A.; Whitmore, J. M. J.; Williams, A. J. Chem. Soc., Perkin Trans. 2 1993, 1703.
-
(1993)
J. Chem. Soc., Perkin Trans. 2
, pp. 1703
-
-
Renfrew, A.H.1
Taylor, J.A.2
Whitmore, J.M.J.3
Williams, A.4
-
24
-
-
0000584171
-
-
(a) Glukhovtsev, M. N.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1994, 116, 5961.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 5961
-
-
Glukhovtsev, M.N.1
Pross, A.2
Radom, L.3
-
26
-
-
1542693822
-
-
(a) Gluz, E. B.; Glukhovtsev, M. N.; Simkin, B. Ya.; Minkin, V. I. Russ. J. Org. Chem. (Engl. Transl.) 1992, 28, 499.
-
(1992)
Russ. J. Org. Chem. (Engl. Transl.)
, vol.28
, pp. 499
-
-
Gluz, E.B.1
Glukhovtsev, M.N.2
Simkin, B.Ya.3
Minkin, V.I.4
-
27
-
-
1542693825
-
-
(b) Gluz, E. B.; Glukhovtsev, M. N.; Simkin, B. Ya.; Minkin, V. I. Russ. J. Org. Chem. (Engl. Transl.) 1992, 28, 1439.
-
(1992)
Russ. J. Org. Chem. (Engl. Transl.)
, vol.28
, pp. 1439
-
-
Gluz, E.B.1
Glukhovtsev, M.N.2
Simkin, B.Ya.3
Minkin, V.I.4
-
28
-
-
3242661772
-
-
(c) Simkin, B. Ya.; Gluz, E. B.; Glukhovtsev, M. N.; Minkin, V. I. J. Mol. Struct. (Theochem) 1993, 284, 123.
-
(1993)
J. Mol. Struct. (Theochem)
, vol.284
, pp. 123
-
-
Simkin, B.Ya.1
Gluz, E.B.2
Glukhovtsev, M.N.3
Minkin, V.I.4
-
30
-
-
0042837252
-
-
(b) Yamabe, S.; Minato, T.; Kawabata, Y. Can. J. Chem. 1984, 62, 235.
-
(1984)
Can. J. Chem.
, vol.62
, pp. 235
-
-
Yamabe, S.1
Minato, T.2
Kawabata, Y.3
-
36
-
-
77956754191
-
-
Riveros, J. M.; Jose, S. M.; Takashima, K. Adv. Phys. Org. Chem. 1985, 21, 197.
-
(1985)
Adv. Phys. Org. Chem.
, vol.21
, pp. 197
-
-
Riveros, J.M.1
Jose, S.M.2
Takashima, K.3
-
37
-
-
0006907521
-
-
(a) Fluoride exchanges, e.g.: Terrier, F.; Ah-Kow, C.; Pouet, M. J.; Simonnin, M. P. Tetrahedron Lett. 1976, 227.
-
(1976)
Tetrahedron Lett.
, pp. 227
-
-
Terrier, F.1
Ah-Kow, C.2
Pouet, M.J.3
Simonnin, M.P.4
-
38
-
-
1542483696
-
-
(b) Chloride exchanges, e.g.: Gore, P. H.; Hundal, A. S.; Morris, D. F. C. Tetrahedron 1981, 37, 167.
-
(1981)
Tetrahedron
, vol.37
, pp. 167
-
-
Gore, P.H.1
Hundal, A.S.2
Morris, D.F.C.3
-
39
-
-
1542693148
-
-
(c) Bromide exchanges, e.g.: Sharan, M. Indian J. Chem. 1969, 7, 465.
-
(1969)
Indian J. Chem.
, vol.7
, pp. 465
-
-
Sharan, M.1
-
42
-
-
84887525551
-
-
Gaussian Inc., Pittsburgh, PA
-
(a) Frisch, M. J.; Trucks, G. W. Head-Gordon, M.; Gill, P. M. W.; Wong, M. W.; Foresman, G. B.; Johnson, B. G.; Schlegel, H. B.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Raghavachari, K.; Binkley, J. S.; Gonzalez, C.; Martin, R. L.; Fox, D. J.; DeFrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A. GAUSSIAN 92/DFT, Revision F. 2., Gaussian Inc., Pittsburgh, PA, 1993.
-
(1993)
GAUSSIAN 92/DFT, Revision F. 2
-
-
Frisch, M.J.1
Trucks, G.W.2
Head-Gordon, M.3
Gill, P.M.W.4
Wong, M.W.5
Foresman, G.B.6
Johnson, B.G.7
Schlegel, H.B.8
Robb, M.A.9
Replogle, E.S.10
Gomperts, R.11
Andres, J.L.12
Raghavachari, K.13
Binkley, J.S.14
Gonzalez, C.15
Martin, R.L.16
Fox, D.J.17
Defrees, D.J.18
Baker, J.19
Stewart, J.J.P.20
Pople, J.A.21
more..
-
43
-
-
0010922186
-
-
Gaussian Inc., Pittsburgh, PA
-
(b) Frisch, M. J; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Peterson, 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.; Wong, M. W.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; DeFrees, D. J.; Baker, J.; Stewart, J. J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. GAUSSIAN-94, Gaussian Inc., Pittsburgh, PA, 1995.
-
(1995)
GAUSSIAN-94
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Gill, P.M.W.4
Johnson, B.G.5
Robb, M.A.6
Cheeseman, J.R.7
Keith, T.A.8
Peterson, G.A.9
Montgomery, J.A.10
Raghavachari, K.11
Al-laham, M.A.12
Zakrzewski, V.G.13
Ortiz, J.V.14
Foresman, J.B.15
Cioslowski, J.16
Stefanov, B.B.17
Nanayakkara, A.18
Challacombe, M.19
Peng, C.Y.20
Ayala, P.Y.21
Wong, M.W.22
Replogle, E.S.23
Gomperts, R.24
Andres, J.L.25
Martin, R.L.26
Fox, D.J.27
Binkley, J.S.28
Defrees, D.J.29
Baker, J.30
Stewart, J.J.P.31
Head-Gordon, M.32
Gonzalez, C.33
Pople, J.A.34
more..
-
44
-
-
84944675147
-
-
Bergner, A.; Dolg, M.; Küchle, W.; Stoll, H.; Preuss, H. Mol. Phys. 1993, 80, 1431.
-
(1993)
Mol. Phys.
, vol.80
, pp. 1431
-
-
Bergner, A.1
Dolg, M.2
Küchle, W.3
Stoll, H.4
Preuss, H.5
-
45
-
-
0000014251
-
-
Glukhovtsev, M. N.; Pross, A.; McGrath, M. P.; Radom, L. J. Chem. Phys. 1995, 103, 1878.
-
(1995)
J. Chem. Phys.
, vol.103
, pp. 1878
-
-
Glukhovtsev, M.N.1
Pross, A.2
McGrath, M.P.3
Radom, L.4
-
47
-
-
0345491105
-
-
(b) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
-
(1988)
Phys. Rev. B
, vol.37
, pp. 785
-
-
Lee, C.1
Yang, W.2
Parr, R.G.3
-
48
-
-
33751157732
-
-
(c) Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
-
(1994)
J. Phys. Chem.
, vol.98
, pp. 11623
-
-
Stephens, P.J.1
Devlin, F.J.2
Chabalowski, C.F.3
Frisch, M.J.4
-
50
-
-
0001005032
-
-
Lawley, K. P., Ed.; Wiley: New York
-
(b) Schlegel, H. B. In Ab Initio Methods in Quantum, Chemistry; Lawley, K. P., Ed.; Wiley: New York, 1987; p 249.
-
(1987)
Ab Initio Methods in Quantum, Chemistry
, pp. 249
-
-
Schlegel, H.B.1
-
51
-
-
0002146543
-
-
Yarkony, D. R., Ed.; World Scientific: Singapore
-
(c) Schlegel, H. B. In Modern Electronic Structure Theory; Yarkony, D. R., Ed.; World Scientific: Singapore, 1995; p 459.
-
(1995)
Modern Electronic Structure Theory
, pp. 459
-
-
Schlegel, H.B.1
-
52
-
-
85005723006
-
-
Handy, N. C.; Tozer, D. J.; Laming, G. J.; Murray C. W.; Amos, R. D. Israel J. Chem. 1993, 33, 331.
-
(1993)
Israel J. Chem.
, vol.33
, pp. 331
-
-
Handy, N.C.1
Tozer, D.J.2
Laming, G.J.3
Murray, C.W.4
Amos, R.D.5
-
53
-
-
85005470381
-
-
Pople, J. A.; Scott, A. P.; Wong, M. W.; Radom, L. Israel J. Chem. 1993, 33, 345.
-
(1993)
Israel J. Chem.
, vol.33
, pp. 345
-
-
Pople, J.A.1
Scott, A.P.2
Wong, M.W.3
Radom, L.4
-
55
-
-
0000468075
-
-
(a) Glukhovtsev, M. N.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1995, 117, 2024.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 2024
-
-
Glukhovtsev, M.N.1
Pross, A.2
Radom, L.3
-
56
-
-
0001703340
-
-
(b) Glukhovtsev, M. N.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1995, 117, 9012.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 9012
-
-
Glukhovtsev, M.N.1
Pross, A.2
Radom, L.3
-
57
-
-
0030037921
-
-
(c) Glukhovtsev, M. N.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1996, 118, 6273.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 6273
-
-
Glukhovtsev, M.N.1
Pross, A.2
Radom, L.3
-
58
-
-
0029969137
-
-
(d) Glukhovtsev, M. N.; Schelegel, H. B.; Pross, A.; Radom, L.; Bach, R. D. J. Am. Chem. Soc. 1996, 118, 11258.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 11258
-
-
Glukhovtsev, M.N.1
Schelegel, H.B.2
Pross, A.3
Radom, L.4
Bach, R.D.5
-
60
-
-
33748506538
-
-
(a) Basilevsky, M. V.; Koldobskii, S. G.; Tikhomirov, V. A. Russ. Chem. Rev. (Engl. Transl.) 1986, 55, 948.
-
(1986)
Russ. Chem. Rev. (Engl. Transl.)
, vol.55
, pp. 948
-
-
Basilevsky, M.V.1
Koldobskii, S.G.2
Tikhomirov, V.A.3
-
67
-
-
0001227227
-
-
(h) Zhao, X. G.; Tucker, S. C.; Truhlar, D. G. J. Am. Chem. Soc. 1991, 113, 826.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 826
-
-
Zhao, X.G.1
Tucker, S.C.2
Truhlar, D.G.3
-
68
-
-
0000426423
-
-
(i) Boyd, R. J.; Kim, C-K.; Shi, Z.; Weinberg, N.; Wolfe, S. J. Am. Chem. Soc. 1993, 115, 10147.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 10147
-
-
Boyd, R.J.1
Kim, C.-K.2
Shi, Z.3
Weinberg, N.4
Wolfe, S.5
-
69
-
-
0001381562
-
-
(j) Wladkowski, B. D.; Allen, W. D.; Brauman, J. I. J. Phys. Chem. 1994, 98, 13532.
-
(1994)
J. Phys. Chem.
, vol.98
, pp. 13532
-
-
Wladkowski, B.D.1
Allen, W.D.2
Brauman, J.I.3
-
70
-
-
2842520383
-
-
(k) Deng, L.; Branchadell, V.; Ziegler, T. J. Am. Chem. Soc. 1994, 116, 10645.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 10645
-
-
Deng, L.1
Branchadell, V.2
Ziegler, T.3
-
72
-
-
33845280064
-
-
Barlow, S. E.; Van Doren, J. M.; Bierbaum, V. M. J. Am. Chem. Soc. 1988, 110, 7240.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 7240
-
-
Barlow, S.E.1
Van Doren, J.M.2
Bierbaum, V.M.3
-
74
-
-
0030568927
-
-
N2 reactions at saturated carbon, see: Glukhovtsev, M. N.; Bach, R. D.; Pross, A.; Radom, L. Chem. Phys. Lett. 1996, 260, 558.
-
(1996)
Chem. Phys. Lett.
, vol.260
, pp. 558
-
-
Glukhovtsev, M.N.1
Bach, R.D.2
Pross, A.3
Radom, L.4
-
76
-
-
0041401966
-
-
Curtiss, L. A.; Raghavachari, K.; Trucks, G. W.; Pople, J. A. J. Chem. Phys. 1991, 94, 7221.
-
(1991)
J. Chem. Phys.
, vol.94
, pp. 7221
-
-
Curtiss, L.A.1
Raghavachari, K.2
Trucks, G.W.3
Pople, J.A.4
-
77
-
-
1542483676
-
-
Ausloos, P., Lias, S. G., Eds.; Reidel: Dordrecht
-
Chowdhury, S.; Kebarle, P. In Structure, Reactivity and Thermochemistry of Ions; Ausloos, P., Lias, S. G., Eds.; Reidel: Dordrecht, 1987; p 321.
-
(1987)
Structure, Reactivity and Thermochemistry of Ions
, pp. 321
-
-
Chowdhury, S.1
Kebarle, P.2
-
78
-
-
84989051898
-
-
Van Orden, S. L.; Pope, R. M.; Buckner, S. W. Org. Mass Spectrom. 1991, 26, 1003.
-
(1991)
Org. Mass Spectrom.
, vol.26
, pp. 1003
-
-
Van Orden, S.L.1
Pope, R.M.2
Buckner, S.W.3
-
79
-
-
84944179254
-
-
Harmony, M. D.; Laurie, V. W.; Kuczkowski, R. L.; Ramsay, D. A.; Lovas, F. J.; Lafferty, W. J.; Maki, A. G. J. Phys. Chem. Ref. Data 1979, 8, 619.
-
(1979)
J. Phys. Chem. Ref. Data
, vol.8
, pp. 619
-
-
Harmony, M.D.1
Laurie, V.W.2
Kuczkowski, R.L.3
Ramsay, D.A.4
Lovas, F.J.5
Lafferty, W.J.6
Maki, A.G.7
-
80
-
-
1542483675
-
-
Lias, S. G.; Bartmess, J. E.; Liebman, J. F.; Holmes, J. L.; Levin, R. D.; Mallard, W. G. J. Phys. Chem. Ref. Data 1988, 17, Suppl. 1.
-
(1988)
J. Phys. Chem. Ref. Data
, vol.17
, Issue.SUPPL. 1
-
-
Lias, S.G.1
Bartmess, J.E.2
Liebman, J.F.3
Holmes, J.L.4
Levin, R.D.5
Mallard, W.G.6
-
81
-
-
84987111866
-
-
For a discussion of the current status of the electronegativity concept in chemistry and for leading references, see: (a) Allen, L. C. Int. J. Quant. Chem. 1994, 49, 253. (b) Allen, L. C. J. Am. Chem. Soc. 1989, 111, 9003.
-
(1994)
Int. J. Quant. Chem.
, vol.49
, pp. 253
-
-
-
82
-
-
0024845170
-
-
For a discussion of the current status of the electronegativity concept in chemistry and for leading references, see: (a) Allen, L. C. Int. J. Quant. Chem. 1994, 49, 253. (b) Allen, L. C. J. Am. Chem. Soc. 1989, 111, 9003.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 9003
-
-
Allen, L.C.1
-
83
-
-
85033143986
-
-
note
-
5X fragment in 2, which are caused by the complexation, are largest for X = F. While the C-H bond for the hydrogen coordinated with the incoming halide anion is only 0.006, 0.005, and 0.003 Å longer in 2b-d, respectively, than that in corresponding halobenzenes 1b-d, the C-H bond in 2a (1.118 Å) is elongated by 0.031 Å as compared with the C-H bond in fluorobenzene calculated at the MP2/6-31+G(d) level (Table 2 and Table 2S). The halide complexation leads to a slight elongation of the C-X bond length in 2a-d when compared with that in the halobenzenes.
-
-
-
-
87
-
-
85033128693
-
-
note
-
40c
-
-
-
-
89
-
-
85033126875
-
-
note
-
NAr reactions.
-
-
-
-
90
-
-
85033132135
-
-
note
-
-1.
-
-
-
-
94
-
-
0010214827
-
-
(c) Glukhovtsev, M. N.; Simkin, B. Ya.; Minkin, V. I. Russ. Chem. Rev. 1985, 54, 54.
-
(1985)
Russ. Chem. Rev.
, vol.54
, pp. 54
-
-
Glukhovtsev, M.N.1
Simkin, B.Ya.2
Minkin, V.I.3
-
96
-
-
0029639166
-
-
Davico, G. E.; Bierbaum, V. M.; DePuy, C. H.; Ellison, G. B.; Squires, R. S. J. Am. Chem. Soc. 1995, 117, 2590.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 2590
-
-
Davico, G.E.1
Bierbaum, V.M.2
Depuy, C.H.3
Ellison, G.B.4
Squires, R.S.5
-
99
-
-
85033134752
-
-
We do not consider the nonidentity reactions with a different nucleophile and leaving group
-
We do not consider the nonidentity reactions with a different nucleophile and leaving group.
-
-
-
-
100
-
-
37049111437
-
-
Attia, M.; Dave, D.; Gore, P. H.; Ikejiani A. O. O.; Morris, D. F. C.; Short, E. L. J. Chem. Soc., Perkin Trans. 2 1984, 1637.
-
(1984)
J. Chem. Soc., Perkin Trans. 2
, pp. 1637
-
-
Attia, M.1
Dave, D.2
Gore, P.H.3
Ikejiani, A.O.O.4
Morris, D.F.C.5
Short, E.L.6
-
101
-
-
85033127354
-
-
note
-
51
-
-
-
-
103
-
-
0345907668
-
-
Watson, K. J. Nature 1960, 188, 1102.
-
(1960)
Nature
, vol.188
, pp. 1102
-
-
Watson, K.J.1
-
104
-
-
37049114389
-
-
Cox, A. P.; Waring, S. J. J. Chem. Soc., Faraday Trans. 2 1972, 68, 1060.
-
(1972)
J. Chem. Soc., Faraday Trans. 2
, vol.68
, pp. 1060
-
-
Cox, A.P.1
Waring, S.J.2
-
106
-
-
0001480879
-
-
Ueda, H.; Sakabe, N.; Tanaka, J.; Furusaki, A. Bull. Chem. Soc. Jpn. 1968, 41, 2866.
-
(1968)
Bull. Chem. Soc. Jpn.
, vol.41
, pp. 2866
-
-
Ueda, H.1
Sakabe, N.2
Tanaka, J.3
Furusaki, A.4
-
107
-
-
36148995600
-
-
(a) Reed, A. E.; Weinstock, R. B.; Weinhold, F. J. Chem. Phys. 1985, 83, 735.
-
(1985)
J. Chem. Phys.
, vol.83
, pp. 735
-
-
Reed, A.E.1
Weinstock, R.B.2
Weinhold, F.3
-
108
-
-
0011083499
-
-
(b) Reed, A. E.; Curtiss, L. A.; Weinhold, F. Chem. Rev. 1988, 88, 899.
-
(1988)
Chem. Rev.
, vol.88
, pp. 899
-
-
Reed, A.E.1
Curtiss, L.A.2
Weinhold, F.3
-
109
-
-
0002177927
-
-
Naaman, R., Vager, Z., Eds.; Plenum Press: New York
-
(c) Weinhold, F.; Carpenter, J. E. In The Structure of Small Molecules and Ions; Naaman, R., Vager, Z., Eds.; Plenum Press: New York, 1988; p 227.
-
(1988)
The Structure of Small Molecules and Ions
, pp. 227
-
-
Weinhold, F.1
Carpenter, J.E.2
-
111
-
-
0001573536
-
-
Birch, A. J.; Hinde, A. L.; Radom, L. J. Am. Chem. Soc. 1980, 102, 6430.
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 6430
-
-
Birch, A.J.1
Hinde, A.L.2
Radom, L.3
|