-
5
-
-
0347545735
-
-
(d) Rappoport, Z. Acc. Chem. Res. 1981, 14, 7; 1992, 25, 474.
-
(1992)
Acc. Chem. Res.
, vol.25
, pp. 474
-
-
-
8
-
-
0034801513
-
-
Bernasconi, C. F.; Ketner, R. J.; Ragains, M. L.; Chen, X.; Rappoport, Z. J. Am. Chem. Soc. 2001, 123, 2155.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 2155
-
-
Bernasconi, C.F.1
Ketner, R.J.2
Ragains, M.L.3
Chen, X.4
Rappoport, Z.5
-
9
-
-
0003429028
-
-
(a) Bernasconi, C. F.; Fassberg, J.; Killion, R. B., Jr.; Rappoport, Z. J. Am. Chem. Soc. 1989, 111, 6962.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 6962
-
-
Bernasconi, C.F.1
Fassberg, J.2
Killion Jr., R.B.3
Rappoport, Z.4
-
10
-
-
0025063206
-
-
(b) Bernasconi, C. F.; Fassberg, J.; Killion, R. B., Jr.; Rappoport, Z. J. Am. Chem. Soc. 1990, 112, 3169.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 3169
-
-
Bernasconi, C.F.1
Fassberg, J.2
Killion Jr., R.B.3
Rappoport, Z.4
-
11
-
-
0001173315
-
-
(a) Bernasconi, C. F.; Schuck, D. F.; Ketner, R. J.; Weiss, M.; Rappoport, Z. J. Am. Chem. Soc. 1994, 116, 11764.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 11764
-
-
Bernasconi, C.F.1
Schuck, D.F.2
Ketner, R.J.3
Weiss, M.4
Rappoport, Z.5
-
12
-
-
0001395705
-
-
(b) Bernasconi, C. F.; Schuck, D.; Ketner, R. J.; Eventova, I.; Rappoport, Z. J. Am. Chem. Soc. 1995, 117, 2719.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 2719
-
-
Bernasconi, C.F.1
Schuck, D.2
Ketner, R.J.3
Eventova, I.4
Rappoport, Z.5
-
13
-
-
0032486803
-
-
(a) Bernasconi, C. F.; Ketner, R. J.; Chen, X.; Rappoport, Z. J. Am. Chem. Soc. 1998, 120, 7461.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 7461
-
-
Bernasconi, C.F.1
Ketner, R.J.2
Chen, X.3
Rappoport, Z.4
-
14
-
-
0033607625
-
-
(b) Bernasconi, C. F.; Ketner, R. B.; Brown, S. D.; Chen, X.; Rappoport, Z. J. Org. Chem. 1999, 64, 8829.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 8829
-
-
Bernasconi, C.F.1
Ketner, R.B.2
Brown, S.D.3
Chen, X.4
Rappoport, Z.5
-
15
-
-
0033306375
-
-
(c) Bernasconi, C. F.; Ketner, R. J.; Chen, X.; Rappoport, Z. Can. J. Chem. 1999, 77, 584.
-
(1999)
Can. J. Chem.
, vol.77
, pp. 584
-
-
Bernasconi, C.F.1
Ketner, R.J.2
Chen, X.3
Rappoport, Z.4
-
16
-
-
0001264311
-
-
Bernasconi, C. F.; Leyes, A. E.; Rappoport, Z.; Eventova, I. J. Am. Chem. Soc. 1993, 115, 7513.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 7513
-
-
Bernasconi, C.F.1
Leyes, A.E.2
Rappoport, Z.3
Eventova, I.4
-
17
-
-
3543034749
-
-
(b) Bernasconi, C. F.; Leyes, A. E.; Eventova, L; Rappoport, Z. J. Am. Chem. Soc. 1995, 117, 1703.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 1703
-
-
Bernasconi, C.F.1
Leyes, A.E.2
Eventova, L.3
Rappoport, Z.4
-
18
-
-
10844238927
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note
-
At high pH this condition is easily met.
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-
-
-
19
-
-
10844222506
-
-
Bernasconi, C. F.; Fassberg, J.; Killion, R. B., Jr.; Rappoport, Z. J. Org. Chem. 1990, 55, 4569.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 4569
-
-
Bernasconi, C.F.1
Fassberg, J.2
Killion Jr., R.B.3
Rappoport, Z.4
-
24
-
-
0343172492
-
-
(a) Bernasconi, C. F.; de Rossi, R. H.; Schmid, P. J. Am. Chem. Soc. 1977, 99, 4090.
-
(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 4090
-
-
Bernasconi, C.F.1
De Rossi, R.H.2
Schmid, P.3
-
28
-
-
0034617205
-
-
(b) Bernasconi, C. F.; Whitesell, C.; Johnson, R. A. Tetrahedron 2000, 56, 4917,
-
(2000)
Tetrahedron
, vol.56
, pp. 4917
-
-
Bernasconi, C.F.1
Whitesell, C.2
Johnson, R.A.3
-
30
-
-
0034741402
-
-
Beit-Yannai, M.; Chen, X.; Rappoport, Z. J. Chem. Soc., Perkin Trans. 2 2001, 1534.
-
(2001)
J. Chem. Soc., Perkin Trans. 2
, pp. 1534
-
-
Beit-Yannai, M.1
Chen, X.2
Rappoport, Z.3
-
31
-
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10844296628
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note
-
See paragraph concerning Supporting Information at the end of this paper.
-
-
-
-
32
-
-
10844234029
-
-
note
-
+-catalyzed leaving group departure. However, these terms are negligible in the pH range used for this study.
-
-
-
-
33
-
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10844290802
-
-
note
-
w = 15.89 in 50% DMSO-50% water (v/v) at 20 °C.
-
-
-
-
37
-
-
10844293452
-
-
note
-
± below that for diffusion control. Such an effect cannot be excluded even though this hydrogen bond is likely to be weak due to the very low basicity of the enolate oxygen. More importantly, even if there is some rate reduction due to hydrogen bonding, this does not affect any of our conclusions.
-
-
-
-
38
-
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10844261692
-
-
note
-
a of Meldrum's acid in 50% DMSO-50% water (v/v) at 20 °C is 4.70.
-
-
-
-
40
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84981825837
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-
Ahrens, M.-L.; Maass, G. Angew. Chem., Int. Ed. Engl. 1968, 7, 818.
-
(1968)
Angew. Chem., Int. Ed. Engl.
, vol.7
, pp. 818
-
-
Ahrens, M.-L.1
Maass, G.2
-
41
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10844271503
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note
-
Such steric reductions have been observed in cases where the proton-transfer rate constants were directly measurable.
-
-
-
-
43
-
-
0020767027
-
-
(b) Bernasconi, C. F.; Murray, C. J.; Fox, J. P.; Carré, D. J. J. Am. Chem. Soc. 1983, 105, 4349.
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 4349
-
-
Bernasconi, C.F.1
Murray, C.J.2
Fox, J.P.3
Carré, D.J.4
-
45
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10844230220
-
-
note
-
a of MeSH in water is 10.33; in 50% DMSO-50% water it is estimated to be close to 11.
-
-
-
-
46
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-
0000890897
-
-
Kreevoy, M. M.; Eichinger, R. E.; Stary, F. E.; Katz, E. A.; Sellstedt, J. H. J. Org. Chem. 1964, 29, 1641.
-
(1964)
J. Org. Chem.
, vol.29
, pp. 1641
-
-
Kreevoy, M.M.1
Eichinger, R.E.2
Stary, F.E.3
Katz, E.A.4
Sellstedt, J.H.5
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