-
1
-
-
0001071294
-
-
(a) Cheung, C. K.; Tseng, L. T.; Lin, M.-h.; Srivastava, S.; le Noble, W. J. J. Am. Chem. Soc. 1986, 108, 1598; 1987, 109, 7239.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 1598
-
-
Cheung, C.K.1
Tseng, L.T.2
Lin, M.-H.3
Srivastava, S.4
Le Noble, W.J.5
-
2
-
-
0003420269
-
-
(a) Cheung, C. K.; Tseng, L. T.; Lin, M.-h.; Srivastava, S.; le Noble, W. J. J. Am. Chem. Soc. 1986, 108, 1598; 1987, 109, 7239.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 7239
-
-
-
4
-
-
0003443327
-
-
(c) Lin, M.-h.; Cheung, C. K.; le Noble, W. J. J. Am. Chem. Soc. 1988, 110, 6562.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 6562
-
-
Lin, M.-H.1
Cheung, C.K.2
Le Noble, W.J.3
-
5
-
-
0343186857
-
-
(d) Lin, M.-H.; le Noble, W. J. J. Org. Chem. 1989, 54, 997. Lin, M.-h.; Watson, W. H.; Kashyap, R. P.; le Noble, W. J. J. Org. Chem. 1990, 55, 3597.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 997
-
-
Lin, M.-H.1
Le Noble, W.J.2
-
6
-
-
0011167865
-
-
(d) Lin, M.-H.; le Noble, W. J. J. Org. Chem. 1989, 54, 997. Lin, M.-h.; Watson, W. H.; Kashyap, R. P.; le Noble, W. J. J. Org. Chem. 1990, 55, 3597.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 3597
-
-
Lin, M.-H.1
Watson, W.H.2
Kashyap, R.P.3
Le Noble, W.J.4
-
7
-
-
0005694884
-
-
(e) Lin, M.-H.; Silver, J. E.; le Noble, W. J. Ibid. 1988, 53, 5155.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 5155
-
-
Lin, M.-H.1
Silver, J.E.2
Le Noble, W.J.3
-
8
-
-
0002488479
-
-
(f) Chung, W.-S.; Turro, N. J.; Srivastava, S.; Li, H.; le Noble, W. J. J. Am. Chem. Soc. 1988, 110, 7882.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 7882
-
-
Chung, W.-S.1
Turro, N.J.2
Srivastava, S.3
Li, H.4
Le Noble, W.J.5
-
10
-
-
0024820755
-
-
(h) Lin, M.-h.; Boyd, M. K.; le Noble, W. J. J. Am. Chem. Soc. 1989, 111, 8746.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 8746
-
-
Lin, M.-H.1
Boyd, M.K.2
Le Noble, W.J.3
-
11
-
-
0025239819
-
-
(i) Chung, W.-S.; Turro, N. J.; Silver, J.; le Noble, W. J. J. Am. Chem. Soc. 1990, 112, 1202.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 1202
-
-
Chung, W.-S.1
Turro, N.J.2
Silver, J.3
Le Noble, W.J.4
-
15
-
-
84986769154
-
-
(n) Srivastava, S.; Cheung, C. K.; le Noble, W. J. Mag. Reson. Chem. 1985, 23, 232.
-
(1985)
Mag. Reson. Chem.
, vol.23
, pp. 232
-
-
Srivastava, S.1
Cheung, C.K.2
Le Noble, W.J.3
-
17
-
-
33845183424
-
-
(b) Cieplak, A. S.; Tait, B. D.; Johnson, C. R. J. Am. Chem. Soc. 1989, 111, 8447.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 8447
-
-
Cieplak, A.S.1
Tait, B.D.2
Johnson, C.R.3
-
18
-
-
33751154573
-
-
(a) Coxon, J. M.; Houk, K. N.; Luibrand, R. T. J. Org. Chem. 1995, 60, 418.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 418
-
-
Coxon, J.M.1
Houk, K.N.2
Luibrand, R.T.3
-
21
-
-
0001265634
-
-
Gerson, F.; Lopez, J.; Nelsen, S. F.; Akaba, R. J. Am. Chem. Soc. 1981, 103, 6716.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 6716
-
-
Gerson, F.1
Lopez, J.2
Nelsen, S.F.3
Akaba, R.4
-
22
-
-
0002822895
-
-
Wynberg, H.; Boelema, E.; Wieringa, J. H.; Strating, J. Tetrahedron Lett. 1970, 3613.
-
(1970)
Tetrahedron Lett.
, pp. 3613
-
-
Wynberg, H.1
Boelema, E.2
Wieringa, J.H.3
Strating, J.4
-
27
-
-
0001130798
-
-
Tolstikov, G. A.; Lerman, B. M.; Umanskaya, L. T.; Struchkov, Yu. T.; Espenbetov, A. A.; Yanovsky, A. L. Tetrahedron Lett. 1980, 21, 4189.
-
(1980)
Tetrahedron Lett.
, vol.21
, pp. 4189
-
-
Tolstikov, G.A.1
Lerman, B.M.2
Umanskaya, L.T.3
Struchkov, Yu.T.4
Espenbetov, A.A.5
Yanovsky, A.L.6
-
32
-
-
0001265634
-
-
(e) Gerson, F.; Lopez, J.; Nelsen, S. F.; Akaba, R. J. Am. Chem. Soc. 1981, 103, 6716.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 6716
-
-
Gerson, F.1
Lopez, J.2
Nelsen, S.F.3
Akaba, R.4
-
33
-
-
84983724354
-
-
(a) Ehrenson, S.; Brownlee, R. T. C.; Taft, R. W. Prog. Phys. Org. Chem. 1973, 10, 1.
-
(1973)
Prog. Phys. Org. Chem.
, vol.10
, pp. 1
-
-
Ehrenson, S.1
Brownlee, R.T.C.2
Taft, R.W.3
-
34
-
-
33845559817
-
-
(b) Bromilow, J.; Brownlee, R. T. C.; Lopez, V. O.; Taft, R. W. J. Org. Chem. 1979, 44, 4766.
-
(1979)
J. Org. Chem.
, vol.44
, pp. 4766
-
-
Bromilow, J.1
Brownlee, R.T.C.2
Lopez, V.O.3
Taft, R.W.4
-
38
-
-
84951610601
-
-
Grob, C. A.; Schlageter, M. G.; Schaub, B. Helv. Chim. Acta 1980, 63, 57.
-
(1980)
Helv. Chim. Acta
, vol.63
, pp. 57
-
-
Grob, C.A.1
Schlageter, M.G.2
Schaub, B.3
-
40
-
-
0000704376
-
-
Reynold, W. F.; Gomes, A.; Maron, A.; McIntyre, D. W.; Tamin, A.; Hamer, G. K.; Peat, I. R. Can. J. Chem. 1983, 61, 2376.
-
(1983)
Can. J. Chem.
, vol.61
, pp. 2376
-
-
Reynold, W.F.1
Gomes, A.2
Maron, A.3
McIntyre, D.W.4
Tamin, A.5
Hamer, G.K.6
Peat, I.R.7
-
42
-
-
85178386947
-
-
Techniques of Chemistry, Weinberg, N. L., Ed.; Wiley: New York
-
(b) Berkenkotter, P.; Nelson, R. F. In Techniques of Electroorganic Synthesis, Techniques of Chemistry, Vol. V, Part 1, Weinberg, N. L., Ed.; Wiley: New York, 1974; p 739.
-
(1974)
Techniques of Electroorganic Synthesis
, vol.5
, Issue.PART 1
, pp. 739
-
-
Berkenkotter, P.1
Nelson, R.F.2
-
43
-
-
85178346815
-
-
Mollere, P. D.; Houk, K. N.; Bomse, D. S.; Morton, T. H. J. Am. Chem. Soc. 1978, 98, 4732.
-
(1978)
J. Am. Chem. Soc.
, vol.98
, pp. 4732
-
-
Mollere, P.D.1
Houk, K.N.2
Bomse, D.S.3
Morton, T.H.4
-
44
-
-
0021456218
-
-
(a) Howell, J. O.; Goncalves, J. M.; Amatore, C.; Klasimo, L.; Wrightman, R. M.; Kochi, J. K. J. Am. Chem. Soc. 1984, 106, 3968. Data from Table 3, with the NHE E°' values converted to the SCE scale by subtracting 0.24 V.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 3968
-
-
Howell, J.O.1
Goncalves, J.M.2
Amatore, C.3
Klasimo, L.4
Wrightman, R.M.5
Kochi, J.K.6
-
45
-
-
0002879657
-
-
(b) Parker, V. D.; J. Am. Chem. Soc. 1976, 98, 98. Clar, E.; Schmidt, W. Tetrahedron 1975, 33, 2093; 1977, 35, 1027. Schmidt, W. J. Phys. Chem. 1966, 66, 828.
-
(1976)
J. Am. Chem. Soc.
, vol.98
, pp. 98
-
-
Parker, V.D.1
-
46
-
-
14544268383
-
-
(b) Parker, V. D.; J. Am. Chem. Soc. 1976, 98, 98. Clar, E.; Schmidt, W. Tetrahedron 1975, 33, 2093; 1977, 35, 1027. Schmidt, W. J. Phys. Chem. 1966, 66, 828.
-
(1975)
Tetrahedron
, vol.33
, pp. 2093
-
-
Clar, E.1
Schmidt, W.2
-
47
-
-
85021499909
-
-
(b) Parker, V. D.; J. Am. Chem. Soc. 1976, 98, 98. Clar, E.; Schmidt, W. Tetrahedron 1975, 33, 2093; 1977, 35, 1027. Schmidt, W. J. Phys. Chem. 1966, 66, 828.
-
(1977)
Tetrahedron
, vol.35
, pp. 1027
-
-
-
48
-
-
85178352953
-
-
(b) Parker, V. D.; J. Am. Chem. Soc. 1976, 98, 98. Clar, E.; Schmidt, W. Tetrahedron 1975, 33, 2093; 1977, 35, 1027. Schmidt, W. J. Phys. Chem. 1966, 66, 828.
-
(1966)
J. Phys. Chem.
, vol.66
, pp. 828
-
-
Schmidt, W.1
-
49
-
-
0008681065
-
-
(c) Nelsen, S. F.; Teasley, M. F.; Bloodworth, A. J.; Eggelte, H. J. J. Org. Chem. 1985, 50, 3299.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 3299
-
-
Nelsen, S.F.1
Teasley, M.F.2
Bloodworth, A.J.3
Eggelte, H.J.4
-
50
-
-
84986980032
-
-
Adcock, W.; Anvia, F.; Butt, G.; Cook, A.; Duggan, P.; Grob, C. A.; Marriott, S.; Rowe, J.; Taagepera, M.; Taft, R. W.; Topsom, R. W. J. Phys. Org. Chem. 1991, 4, 353.
-
(1991)
J. Phys. Org. Chem.
, vol.4
, pp. 353
-
-
Adcock, W.1
Anvia, F.2
Butt, G.3
Cook, A.4
Duggan, P.5
Grob, C.A.6
Marriott, S.7
Rowe, J.8
Taagepera, M.9
Taft, R.W.10
Topsom, R.W.11
-
52
-
-
85178335501
-
-
note
-
F, p 291, ref 8b, and include all the substituents used) the average deviation for all 15 vIP values is 0.05 eV, and 10(OH), which has the most powerful resonance group, is 0.07 eV harder to ionize than the regression predicts, instead of being easier. The worst deviator is 10(I), 0.14 eV easier to ionize, and 10(Br) is 0.06 eV easier to ionize than the regression predicts. As shown in Table 2, 10(Br) is 2.1 kcal/mol easier to oxidize than 10(Cl), which is also the wrong direction for a resonance effect.
-
-
-
-
53
-
-
84983086755
-
-
p 209 for the plot, p 227 for discussion
-
(b) Topsom, R. D. Prog. Phys. Org. Chem. 1987, 16, 193 (p 209 for the plot, p 227 for discussion).
-
(1987)
Prog. Phys. Org. Chem.
, vol.16
, pp. 193
-
-
Topsom, R.D.1
-
54
-
-
0342667490
-
-
Grob, C. A.; Wang, G.; Yang, X. Tetrahedron Lett. 1987, 28, 1247.
-
(1987)
Tetrahedron Lett.
, vol.28
, pp. 1247
-
-
Grob, C.A.1
Wang, G.2
Yang, X.3
-
55
-
-
85178331244
-
-
Reference 1c, footnote 15
-
Reference 1c, footnote 15.
-
-
-
-
57
-
-
85178358565
-
-
note
-
12b The point that using any reasonable drop-off does not make an additive two-pathway δ-substituted system have a larger effect than a γ-substituted system is not changed.
-
-
-
-
60
-
-
0000534393
-
-
(c) For recent application in fullerene radical spectra, see Percivcal, P. W.; Wlodek, S, Chem. Phys. Lett. 1992, 196, 317. Borghi, R.; Lunazzi, V.; Placucci, G.; Krusic, P. J.; Dixon, D. A.; Matsuzawa, N.; Masafumi, A. J. Am. Chem. Soc. 1996, 118, 7608.
-
(1992)
Chem. Phys. Lett.
, vol.196
, pp. 317
-
-
Percivcal, P.W.1
Wlodek, S.2
-
61
-
-
9444283244
-
-
(c) For recent application in fullerene radical spectra, see Percivcal, P. W.; Wlodek, S, Chem. Phys. Lett. 1992, 196, 317. Borghi, R.; Lunazzi, V.; Placucci, G.; Krusic, P. J.; Dixon, D. A.; Matsuzawa, N.; Masafumi, A. J. Am. Chem. Soc. 1996, 118, 7608.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 7608
-
-
Borghi, R.1
Lunazzi, V.2
Placucci, G.3
Krusic, P.J.4
Dixon, D.A.5
Matsuzawa, N.6
Masafumi, A.7
-
62
-
-
0000330858
-
-
(d) Roth recently argued that there was a logical error in deriving the Whiffen effect [Roth, H. D.; Lakkaraju, P. S. J. Phys. Chem. 1993, 97, 13403], but as Williams has pointed out, these arguments are not correct [Williams, F. J. Phys. Chem. 1994, 98, 8258].
-
(1993)
J. Phys. Chem.
, vol.97
, pp. 13403
-
-
Roth, H.D.1
Lakkaraju, P.S.2
-
63
-
-
0028493759
-
-
(d) Roth recently argued that there was a logical error in deriving the Whiffen effect [Roth, H. D.; Lakkaraju, P. S. J. Phys. Chem. 1993, 97, 13403], but as Williams has pointed out, these arguments are not correct [Williams, F. J. Phys. Chem. 1994, 98, 8258].
-
(1994)
J. Phys. Chem.
, vol.98
, pp. 8258
-
-
Williams, F.1
-
66
-
-
85178386169
-
-
note
-
+,Cl̇ formation.
-
-
-
-
67
-
-
0000036785
-
-
Brown, R. S.; Nagorski, R. W.; Bennet, A. J.; McClung, R. E. D.; Aarts, G. H. M.; Klobukowski, M.; McDonald, R.; Santarsiero, B. D. J. Am. Chem. Soc. 1994, 116, 2448.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 2448
-
-
Brown, R.S.1
Nagorski, R.W.2
Bennet, A.J.3
McClung, R.E.D.4
Aarts, G.H.M.5
Klobukowski, M.6
McDonald, R.7
Santarsiero, B.D.8
-
68
-
-
0000373594
-
-
Nelsen, S. F.; Kapp, D. L. Akaba, R.; Evans, D. H. J. Am. Chem. Soc. 1986, 108, 6863.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 6863
-
-
Nelsen, S.F.1
Kapp, D.L.2
Akaba, R.3
Evans, D.H.4
-
70
-
-
0001756537
-
-
Meijer, E. W.; Kellogg, R. M.; Wynberg, H. J. Org. Chem. 1982, 47, 2005.
-
(1982)
J. Org. Chem.
, vol.47
, pp. 2005
-
-
Meijer, E.W.1
Kellogg, R.M.2
Wynberg, H.3
-
71
-
-
85178351670
-
-
note
-
The author has deposited atomic coordinates for this structure with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.
-
-
-
-
73
-
-
0000383921
-
-
New York, Collect
-
Cookson, R. C.; Gupte, S. S.; Stevens, D. R.; Watts, C. T. Organic Syntheses: New York, 1988; Collect. Vol. 6, p 936.
-
(1988)
Organic Syntheses
, vol.6
, pp. 936
-
-
Cookson, R.C.1
Gupte, S.S.2
Stevens, D.R.3
Watts, C.T.4
|