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Thiolate ions: (a) Fischer, E. O.; Leupold, M.; Kreiter, C. G; Müller, J. Chem. Ber. 1972, 105, 150.
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Fischer, E.O.1
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0001617656
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31744444770
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0030892426
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0001685168
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Fischer, E.O.1
Heckl, B.2
Werner, H.3
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15
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0000680667
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(f) Werner, H.; Fischer, E. O.; Heckl, B.; Kreiter, C. G. J. Organomet. Chem. 1971, 28, 367.
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Werner, H.1
Fischer, E.O.2
Heckl, B.3
Kreiter, C.G.4
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18
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0000723813
-
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(b) Fischer, E. O.; Held, W.; Kreissl, F. R. Chem. Ber. 1977, 110, 3842.
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Fischer, E.O.1
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0000277502
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(d) Fischer, E. O.; Held, F. R.; Kreissl, F. R.; Frank, A.; Hattner, G. Chem. Ber. 1977, 110, 656.
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Fischer, E.O.1
Held, F.R.2
Kreissl, F.R.3
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Hattner, G.5
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21
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33847088717
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(e) Casey, C. P.; Burkhardt, T. J.; Bunnell, C. A.; Calabrese, J. C. J. Am. Chem. Soc. 1977, 99, 2127.
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22
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0343635092
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Other nucleophiles: (a) Fischer, E. O.; Kreis, G.; Kreissl, F. R.; Kreiter, C. G.; Müller, J. J. Chem. Ber. 1973, 106, 4910.
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Fischer, E.O.1
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0001294293
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(c) Bell, R. A.; Chisholm, M. H.; Couch, D. A.; Rankel, L. A. Inorg. Chem. 1977, 16, 677.
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Bell, R.A.1
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26
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0001664076
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Bemasconi, C. F.; Flores, F. X.; Gandler, J. R.; Leyes, A. E. Organometallics 1994, 13, 2186.
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Bemasconi, C.F.1
Flores, F.X.2
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Leyes, A.E.4
-
27
-
-
0342764202
-
-
1 = 1
-
1 = 1.
-
-
-
-
28
-
-
0000805481
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-
Bernasconi, C. F.; Kliner, D. A. V.; Mullin, A. S.: Ni, J. X. J. Org. Chem. 1988, 53, 3342.
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Bernasconi, C.F.1
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Ni, J.X.4
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30
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-
0002124260
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Dedieu, A., Ed.; Verlag Chemie: New York
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Kristjánsdóttir, S. S.; Norton, J. P. In Transition Metal Hydrides: Dedieu, A., Ed.; Verlag Chemie: New York, 1992: p 309.
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Kristjánsdóttir, S.S.1
Norton, J.P.2
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31
-
-
0343198824
-
-
H+ refers to what is being measured by the pH meter
-
H+ refers to what is being measured by the pH meter.
-
-
-
-
32
-
-
0343198825
-
-
-1 is negligible
-
-1 is negligible.
-
-
-
-
33
-
-
0343198822
-
-
note
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a's of the oxygen and sulfur atoms, this would imply that the protonated oxygen and sulfur leaving groups depart with the same rates. This is highly unlikely. (2) The reviewer's explanation of the N-methylmorpholinium catalysis violates the principle of microscopic reversibility because the trapping of the thiolate ion would lead to a rate reduction in the nucleophilic addition direction, whereas the observed buffer catalysis means that the reaction is accelerated in both directions.
-
-
-
-
35
-
-
0343198821
-
-
22
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22
-
-
-
-
36
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0000476090
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Jencks, W. P.; Haber, M. T.; Herschlag, D.; Nazaretian, K. L. J. Am. Chem. Soc. 1986, 108, 479.
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38
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7844221156
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(b) McClelland, R. A.; Kanagasabapathy, V. M.; Banait, N. S.; Steenken, S. J. Am. Chem. Soc. 1992, 114, 1816.
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McClelland, R.A.1
Kanagasabapathy, V.M.2
Banait, N.S.3
Steenken, S.4
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41
-
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0025063206
-
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(b) Bernasconi, C. F.; Fassberg, J.; Killion, R. B., Jr.; Rappoport, Z. J. Am. Chem. Soc. 1990, 112, 3169.
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Bernasconi, C.F.1
Fassberg, J.2
Killion R.B., Jr.3
Rappoport, Z.4
-
43
-
-
0032486803
-
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(d) Bernasconi, C. F.; Ketner, R. J.; Chen, X.; Rappoport, Z. J. Am. Chem. Soc. 1998, 120, 7461.
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Bernasconi, C.F.1
Ketner, R.J.2
Chen, X.3
Rappoport, Z.4
-
45
-
-
0342764197
-
-
25
-
25
-
-
-
-
46
-
-
4243664295
-
-
Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165.
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Hansch, C.1
Leo, A.2
Taft, R.W.3
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50
-
-
0001450821
-
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(c) Eliel, E. L.; Hartmann, A. A.; Abatjoglou, A. G. J. Am. Chem. Soc. 1974, 96, 1807.
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Eliel, E.L.1
Hartmann, A.A.2
Abatjoglou, A.G.3
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51
-
-
0001421515
-
-
(d) Bordwell, F. G.; Bares, J, E.; Bartmess, J. E.; Drucker, G. F.; Gerhold, J.; McCollum, G. J.; Van der Puy, M.: Vanier, N. R.; Matthews, W. S. J. Org. Chem. 1977, 42, 326.
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Bordwell, F.G.1
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Bartmess, J.E.3
Drucker, G.F.4
Gerhold, J.5
McCollum, G.J.6
Van Der Puy, M.7
Vanier, N.R.8
Matthews, W.S.9
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53
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0033607625
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Bernasconi, C. F.; Ketner, R. J.; Brown, S. D.; Chen, X.: Rappoport, Z. J. Org. Chem. 1999, 64, 8829.
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Bernasconi, C.F.1
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Chen, X.4
Rappoport, Z.5
-
54
-
-
0343634488
-
-
31
-
31
-
-
-
-
58
-
-
0343634486
-
-
35 values are 0.36 for MeO and 0.64 for MeS, respectively
-
35 values are 0.36 for MeO and 0.64 for MeS, respectively.
-
-
-
-
64
-
-
0343634481
-
-
0 is the intrinsic barrier, and neglecting the third term which should be quite small
-
0 is the intrinsic barrier, and neglecting the third term which should be quite small.
-
-
-
-
68
-
-
0343198811
-
-
31
-
31
-
-
-
-
69
-
-
0033306375
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-
Bernasconi, C. F.; Ketner, R. J.; Chen, X.; Rappoport, Z. Can. J. Chem. 1999, 77, 584.
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Can. J. Chem.
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-
Bernasconi, C.F.1
Ketner, R.J.2
Chen, X.3
Rappoport, Z.4
-
70
-
-
33845376331
-
-
For examples where the preorganization effect is dominant, see: (a) Bernasconi, C. F.; Renfrow, R. A.; Tia, P. R. J. Am. Chem. Soc. 1986, 108, 4541.
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J. Am. Chem. Soc.
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Bernasconi, C.F.1
Renfrow, R.A.2
Tia, P.R.3
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71
-
-
0344025189
-
-
(b) Bernasconi, C. F.; Zitomer, J. L.; Schuck, D. F. J. Org. Chem. 1992, 57, 1132.
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J. Org. Chem.
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Bernasconi, C.F.1
Zitomer, J.L.2
Schuck, D.F.3
-
74
-
-
0343634480
-
-
(c) Bernasconi, C. F.; Flores, F. X.; Claus, J. J.; Dvořák, D. J. Org. Chem. 1994, 59, 4917.
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J. Org. Chem.
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-
Bernasconi, C.F.1
Flores, F.X.2
Claus, J.J.3
Dvořák, D.4
-
75
-
-
0342329386
-
-
-1 (5-Cr) = 0.76 is "normal," i.e., <1
-
-1 (5-Cr) = 0.76 is "normal," i.e., <1.
-
-
-
-
76
-
-
0000449381
-
-
Bernasconi, C. F.; Flores, F. X.; Sun, W. J. Am. Chem. Soc. 1995, 117, 4875.
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(1995)
J. Am. Chem. Soc.
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-
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Bernasconi, C.F.1
Flores, F.X.2
Sun, W.3
-
78
-
-
0342329387
-
-
a
-
a.
-
-
-
-
79
-
-
0001576044
-
-
Eididin, R. T.; Sullivan, J. M.; Norton, J. A. J. Am. Chem. Soc. 1987, 109, 3945.
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(1987)
J. Am. Chem. Soc.
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-
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Eididin, R.T.1
Sullivan, J.M.2
Norton, J.A.3
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81
-
-
0001617656
-
-
Lam, C. T.; Senoff, C. V.; Ward, J. E. H. J. Organomet. Chem. 1974, 70, 273.
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(1974)
J. Organomet. Chem.
, vol.70
, pp. 273
-
-
Lam, C.T.1
Senoff, C.V.2
Ward, J.E.H.3
-
82
-
-
0001189336
-
-
Fischer, E. O.; Kreiter, C. G.; Kollmeier, H. J.; Müller, J.; Fischer, R. D. J. Organomet. Chem. 1971, 28, 237.
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(1971)
J. Organomet. Chem.
, vol.28
, pp. 237
-
-
Fischer, E.O.1
Kreiter, C.G.2
Kollmeier, H.J.3
Müller, J.4
Fischer, R.D.5
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