-
3
-
-
0007937760
-
-
Trahanovsky, W. S., Ed.; Academic Press: New York
-
(c) Ogata, Y. In Oxidation in Organic Chemistry, Part C; Trahanovsky, W. S., Ed.; Academic Press: New York, 1978; pp 295-342.
-
(1978)
Oxidation in Organic Chemistry, Part C
, pp. 295-342
-
-
Ogata, Y.1
-
4
-
-
0347855752
-
-
Alfassi, Z. B., Ed.; John Wiley & Sons: Chichester
-
(d) Bosch, E.; Kochi, J. K. In N-Centered Radicals; Alfassi, Z. B., Ed.; John Wiley & Sons: Chichester, 1998; pp 69-128.
-
(1998)
N-Centered Radicals
, pp. 69-128
-
-
Bosch, E.1
Kochi, J.K.2
-
8
-
-
0038121004
-
-
(a) Castellan, A.; Bart, J. C. J.; Cavallero, S. Catal. Today 1991, 9, 285-299.
-
(1991)
Catal. Today
, vol.9
, pp. 285-299
-
-
Castellan, A.1
Bart, J.C.J.2
Cavallero, S.3
-
10
-
-
0242600584
-
-
and references therein
-
Although these reaction are well-known, the mechanism is still controversial; see for example ref 1d and Esteves, P. M.; Walkimar de M. Carneiro, J.; Cardoso, S. P.; Barbosa, A. G. H.; Laali, K. K.; Rasul, G.; Surya Parkash, G. K.; Olah, G. A. J. Am. Chem. Soc. 2003, 125, 4836-4849 and references therein.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 4836-4849
-
-
Esteves, P.M.1
Carneiro, J.W.D.M.2
Cardoso, S.P.3
Barbosa, A.G.H.4
Laali, K.K.5
Rasul, G.6
Surya Parkash, G.K.7
Olah, G.A.8
-
12
-
-
0037047508
-
-
(b) Nishiwaki, Y.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 2002, 67, 5663-5668.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5663-5668
-
-
Nishiwaki, Y.1
Sakaguchi, S.2
Ishii, Y.3
-
16
-
-
2442684906
-
-
(a) Ogata, Y.; Tezuka, H.; Kamei, T. Tetrahedron 1969, 25, 4913-4918.
-
(1969)
Tetrahedron
, vol.25
, pp. 4913-4918
-
-
Ogata, Y.1
Tezuka, H.2
Kamei, T.3
-
17
-
-
2442641008
-
-
(b) Ogata, Y.; Tezuka, H.; Kamei, T. Tetrahedron 1969, 25, 4919-4922.
-
(1969)
Tetrahedron
, vol.25
, pp. 4919-4922
-
-
Ogata, Y.1
Tezuka, H.2
Kamei, T.3
-
18
-
-
0001649206
-
-
(c) Ogata, Y.; Tezuka, H.; Kamei, T. J. Org. Chem. 1969, 34, 845-847.
-
(1969)
J. Org. Chem.
, vol.34
, pp. 845-847
-
-
Ogata, Y.1
Tezuka, H.2
Kamei, T.3
-
19
-
-
2442638410
-
-
(d) Ogata, Y.; Tezuka, H.; Kamei, T. Tetrahedron 1970, 26, 4313-4318.
-
(1970)
Tetrahedron
, vol.26
, pp. 4313-4318
-
-
Ogata, Y.1
Tezuka, H.2
Kamei, T.3
-
22
-
-
0000328362
-
-
(g) Crandall, W.; Beasly, R.; Lambing, L. L.; Moriconi, R. J. Org. Chem. 1967, 32, 134-136.
-
(1967)
J. Org. Chem.
, vol.32
, pp. 134-136
-
-
Crandall, W.1
Beasly, R.2
Lambing, L.L.3
Moriconi, R.4
-
25
-
-
0043160618
-
-
(j) Minisci, F.; Recupero, F.; Gambarotti, C.; Punta, C.; Paganelli, R. Tetrahedron Lett. 2003, 44, 6919-6922.
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 6919-6922
-
-
Minisci, F.1
Recupero, F.2
Gambarotti, C.3
Punta, C.4
Paganelli, R.5
-
28
-
-
0004170617
-
-
Kluwer Academic: Dordrecht, The Netherlands
-
(b) Müller, A. Polyoxometalate Chemistry; Kluwer Academic: Dordrecht, The Netherlands, 2001.
-
(2001)
Polyoxometalate Chemistry
-
-
Müller, A.1
-
35
-
-
0000065712
-
-
(c) Grate, J. R.; Mamm, D. R.; Mohajan, S. Mol. Eng. 1993, 3, 205.
-
(1993)
Mol. Eng.
, vol.3
, pp. 205
-
-
Grate, J.R.1
Mamm, D.R.2
Mohajan, S.3
-
36
-
-
0030602053
-
-
(d) Grennberg, H.; Bergstad, K.; Bäckvall, J.-E. J. Mol. Catal. 1996, 113, 355-358.
-
(1996)
J. Mol. Catal.
, vol.113
, pp. 355-358
-
-
Grennberg, H.1
Bergstad, K.2
Bäckvall, J.-E.3
-
37
-
-
0030599571
-
-
(e) Yokota, T.; Fujibayashi, S.; Nishyama, Y.; S. Sakaguchi, Y. Ishii, J. Mol. Catal. 1996, 114, 113-119.
-
(1996)
J. Mol. Catal.
, vol.114
, pp. 113-119
-
-
Yokota, T.1
Fujibayashi, S.2
Nishyama, Y.3
Sakaguchi, S.4
Ishii, Y.5
-
38
-
-
0001801644
-
-
(f) Bergstad, K.; Grennberg, H.; Bäckvall, J.-E. Organometallics 1998, 17, 45-50.
-
(1998)
Organometallics
, vol.17
, pp. 45-50
-
-
Bergstad, K.1
Grennberg, H.2
Bäckvall, J.-E.3
-
41
-
-
4243238259
-
-
(a) Brégault, J.-M.; El Ali, B.; Mercier, J.; Martin, J.; Martin, C. C. R. Acad. Sci. II 1989, 309, 459-462.
-
(1989)
Acad. Sci. II
, vol.309
, pp. 459-462
-
-
Brégault, J.-M.1
El Ali, B.2
Mercier, J.3
Martin, J.4
Martin, C.C.R.5
-
42
-
-
1542573971
-
-
(b) El Ali, B.; Brégault, J.-M.; Mercier, J.; Martin, J.; Martin, C.; Convert, O. J. Chem. Soc., Chem. Commun. 1989, 825-826.
-
(1989)
J. Chem. Soc., Chem. Commun.
, pp. 825-826
-
-
El Ali, B.1
Brégault, J.-M.2
Mercier, J.3
Martin, J.4
Martin, C.5
Convert, O.6
-
43
-
-
0001371767
-
-
(c) Atlamsani, A.; Ziyad, M.; Brégault, J.-M. J. Chim. Phys., Phys.-Chim. Biol. 1995, 92, 1344-1364.
-
(1995)
J. Chim. Phys., Phys.-Chim. Biol.
, vol.92
, pp. 1344-1364
-
-
Atlamsani, A.1
Ziyad, M.2
Brégault, J.-M.3
-
45
-
-
0037414949
-
-
(e) Ben-Daniel, R.; Neumann, R. Angew. Chem., Int. Ed. 2003, 42, 92-95.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 92-95
-
-
Ben-Daniel, R.1
Neumann, R.2
-
47
-
-
0035861610
-
-
(g) Ben-Daniel, R.; Alsters, P. L.; Neumann, R. J. Org. Chem. 2001, 66, 8650-8653.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 8650-8653
-
-
Ben-Daniel, R.1
Alsters, P.L.2
Neumann, R.3
-
48
-
-
0035824063
-
-
(h) El Aakel, L.; Launay, F.; Atlamsani, A.; Bregeault, J.-M. Chem. Commun. 2001, 2218-2219.
-
(2001)
Chem. Commun.
, pp. 2218-2219
-
-
El Aakel, L.1
Launay, F.2
Atlamsani, A.3
Bregeault, J.-M.4
-
49
-
-
0034599005
-
-
(i) Khenkin, A. M.; Vigdergauz, I.; Neumann, R. Chem.-Eur. J. 2000, 6, 875-882.
-
(2000)
Chem.-Eur. J.
, vol.6
, pp. 875-882
-
-
Khenkin, A.M.1
Vigdergauz, I.2
Neumann, R.3
-
50
-
-
0026938804
-
-
(a) Kholdeeva, O. A.; Golovin, A. V.; Maksimovskaya, R. I.; Kozhevnikov, I. V. J. Mol. Catal. 1992, 75, 235-244.
-
(1992)
J. Mol. Catal.
, vol.75
, pp. 235-244
-
-
Kholdeeva, O.A.1
Golovin, A.V.2
Maksimovskaya, R.I.3
Kozhevnikov, I.V.4
-
51
-
-
0026511610
-
-
(b) Lissel, M.; Jansen van de Wal, H.; Neumann, R. Tetrahedron Lett. 1992, 33, 1795-1798.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 1795-1798
-
-
Lissel, M.1
Jansen Van De Wal, H.2
Neumann, R.3
-
52
-
-
0034629044
-
-
(c) Kolesnik, I. G.; Zhizhina, E. G.; Matveev, K. I. J. Mol. Catal. A: Chem. 2000, 153, 147-154.
-
(2000)
J. Mol. Catal. A: Chem.
, vol.153
, pp. 147-154
-
-
Kolesnik, I.G.1
Zhizhina, E.G.2
Matveev, K.I.3
-
55
-
-
0030599573
-
-
(c) Nomiya, K.; Yanagibayashi, H.; Nozaki, C.; Kondoh, K.; Hiramatsu, E. ; Shimizu, Y. J. Mol. Catal. A 1996, 114, 181-190.
-
(1996)
J. Mol. Catal. A
, vol.114
, pp. 181-190
-
-
Nomiya, K.1
Yanagibayashi, H.2
Nozaki, C.3
Kondoh, K.4
Hiramatsu, E.5
Shimizu, Y.6
-
56
-
-
0034680629
-
-
(d) Khenkin, A. M.; Neumann, R. Angew. Chem., Int. Ed. 2000, 39, 4088-4090.
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 4088-4090
-
-
Khenkin, A.M.1
Neumann, R.2
-
57
-
-
0035812358
-
-
(e) Khenkin, A. M.; Weiner, L.; Wang, Y.; Neumann, R. J. Am. Chem. Soc. 2001, 123, 8531-8542.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 8531-8542
-
-
Khenkin, A.M.1
Weiner, L.2
Wang, Y.3
Neumann, R.4
-
61
-
-
0000268381
-
-
(a) Gall, R. D.; Faraj, M.; Hill, C. L. Inorg. Chem. 1994, 33, 5015-5021.
-
(1994)
Inorg. Chem.
, vol.33
, pp. 5015-5021
-
-
Gall, R.D.1
Faraj, M.2
Hill, C.L.3
-
62
-
-
0011841693
-
-
(b) Kozhevnikov, I. V.; Simagina, V. I.; Varnakova, G. V.; Matveev, K. I. Kinet. Catal. 1979, 20, 506-511.
-
(1979)
Kinet. Catal.
, vol.20
, pp. 506-511
-
-
Kozhevnikov, I.V.1
Simagina, V.I.2
Varnakova, G.V.3
Matveev, K.I.4
-
66
-
-
11544280408
-
-
(c) Gall, R. D.; Hill, C. L.; Walker, J. E. J. Catal. 1996, 159, 473-478.
-
(1996)
J. Catal.
, vol.159
, pp. 473-478
-
-
Gall, R.D.1
Hill, C.L.2
Walker, J.E.3
-
67
-
-
0142061096
-
-
Recently, there has been a report on the oxidation of sulfides to sulfoxides catalyzed by polyoxometalate/nitrate catalysts: Okun, N. M.; Anderson, T. M.; Hardcastle, K. I.; Hill, C. L. Inorg. Chem. 2003, 42, 6610-6612.
-
(2003)
Inorg. Chem.
, vol.42
, pp. 6610-6612
-
-
Okun, N.M.1
Anderson, T.M.2
Hardcastle, K.I.3
Hill, C.L.4
-
69
-
-
2442657283
-
-
note
-
2.
-
-
-
-
70
-
-
33751553553
-
-
Prakash, G. K. S.; Heiliger, L.; Olah, G. A. Inorg. Chem. 1990, 29, 4965-4968.
-
(1990)
Inorg. Chem.
, vol.29
, pp. 4965-4968
-
-
Prakash, G.K.S.1
Heiliger, L.2
Olah, G.A.3
-
71
-
-
2442639726
-
-
note
-
3.
-
-
-
-
72
-
-
2442648486
-
-
note
-
18O as measured by GC-MS.
-
-
-
-
73
-
-
2442653471
-
-
Taken from the NIST database at http://webbook.nist.gov/chemistry.
-
-
-
-
74
-
-
0032054091
-
-
(a) Bockmam, T. M.; Hubig, S. M.; Kochi, J. K. J. Am. Chem. Soc. 1998, 120, 2826-2830.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 2826-2830
-
-
Bockmam, T.M.1
Hubig, S.M.2
Kochi, J.K.3
-
76
-
-
2442657284
-
-
note
-
40.
-
-
-
-
77
-
-
2442647187
-
-
note
-
B.
-
-
-
-
78
-
-
0002470963
-
-
Alfassi, Z. B., Ed.; John Wiley & Sons: Chichester
-
There was no significant homocoupling of benzylic radicals to yield dimeric dibenzylic products. See also: Weiner, B.; Barhard, K. I. N-Centered Radicals; Alfassi, Z. B., Ed.; John Wiley & Sons: Chichester, 1998; pp 39-67.
-
(1998)
N-Centered Radicals
, pp. 39-67
-
-
Weiner, B.1
Barhard, K.I.2
-
79
-
-
2442688614
-
-
note
-
In a separate reaction it was shown that 1-pentylnitrite reacts immediately in acetic acid to yield mostly >95% 1-pentanol.
-
-
-
-
80
-
-
2442677293
-
-
note
-
A referee suggested the possibility of fast further oxidation of the benzylic radical to a benzyl cation followed by reaction of the benzylic cation with nitrate to yield benyzl nitrate. We found no evidence for formation of nitrate esters that have some stability under reaction conditions. Also this pathway is not compatible with the results observed for the oxidation of phenylcyclopropane (see below).
-
-
-
-
81
-
-
0037321476
-
-
and references therein
-
The oxidation of benzylic alcohols with nitric acid is known; cf. Strazzolini, P.; Runcio, A. Eur. J. Org. Chem. 2003, 526-536 and references therein.
-
(2003)
Eur. J. Org. Chem.
, pp. 526-536
-
-
Strazzolini, P.1
Runcio, A.2
-
86
-
-
0031037759
-
-
(e) Dinnocenzo, J. P.; Simpson, T. R.; Zuilhof, H.; Todd, W. P.; Heinrich, T. J. Am. Chem. Soc. 1997, 119, 987-993.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 987-993
-
-
Dinnocenzo, J.P.1
Simpson, T.R.2
Zuilhof, H.3
Todd, W.P.4
Heinrich, T.5
-
87
-
-
0031035024
-
-
(f) Dinnocenzo, J. P.; Zuilhof, H.; Lieberman, D. R.; Simpson, T. R.; McKechney, M. W. J. Am. Chem. Soc. 1997, 119, 994-1001.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 994-1001
-
-
Dinnocenzo, J.P.1
Zuilhof, H.2
Lieberman, D.R.3
Simpson, T.R.4
McKechney, M.W.5
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