-
1
-
-
0004175758
-
-
Wiley-VCH, Weinheim, and references cited therein
-
H. Zollinger, Diazo Chemistry I, Wiley-VCH, Weinheim, 1994, and references cited therein
-
(1994)
Diazo Chemistry i
-
-
Zollinger, H.1
-
3
-
-
79953206771
-
-
For a scientific biography of Peter Griess (1829-1888), see
-
For a scientific biography of Peter Griess (1829-1888), see:, O. Krätz, Chem. Unserer Zeit 1976, 10, 42-47.
-
(1976)
Chem. Unserer Zeit
, vol.10
, pp. 42-47
-
-
Krätz, O.1
-
11
-
-
79953198078
-
-
For generation and studies of the 2-hydroxyphenyl radical 1 from 2-iodobenzene, see
-
For generation and studies of the 2-hydroxyphenyl radical 1 from 2-iodobenzene, see
-
-
-
-
14
-
-
2942635505
-
-
M. Nagata, Y. Futami, N. Akai, S. Kudoh, M. Nakata, Chem. Phys. Lett. 2004, 392, 259-264.
-
(2004)
Chem. Phys. Lett.
, vol.392
, pp. 259-264
-
-
Nagata, M.1
Futami, Y.2
Akai, N.3
Kudoh, S.4
Nakata, M.5
-
15
-
-
79953177647
-
-
For characterization and studies of the 4-hydroxyphenyl radical 2, see
-
For characterization and studies of the 4-hydroxyphenyl radical 2, see
-
-
-
-
16
-
-
0034281973
-
-
B. Quintero, J. J. Morales, M. Quirõs, M. I. Martinez-Puentedura, M. D. C. Cabeza, Free Radical Biol. Med. 2000, 29, 464-479
-
(2000)
Free Radical Biol. Med.
, vol.29
, pp. 464-479
-
-
Quintero, B.1
Morales, J.J.2
Quirõs, M.3
Martinez-Puentedura, M.I.4
Cabeza, M.D.C.5
-
17
-
-
0003632046
-
-
E. Lipczynska-Kochany, J. Kochany, J. R. Bolton, J. Photochem. Photobiol. A 1991, 62, 229-240.
-
(1991)
J. Photochem. Photobiol. A
, vol.62
, pp. 229-240
-
-
Lipczynska-Kochany, E.1
Kochany, J.2
Bolton, J.R.3
-
18
-
-
79953172750
-
-
Reports on (substituted) hydroxyphenyl radicals in relation with DNA strand breakage or natural products
-
Reports on (substituted) hydroxyphenyl radicals in relation with DNA strand breakage or natural products
-
-
-
-
19
-
-
0026762289
-
-
T. Kato, K. Kojima, K. Hiramoto, K. Kikugawa, Mutat. Res. 1992, 268, 105-114
-
(1992)
Mutat. Res.
, vol.268
, pp. 105-114
-
-
Kato, T.1
Kojima, K.2
Hiramoto, K.3
Kikugawa, K.4
-
20
-
-
21244447864
-
-
M. Lang, P. Spiteller, V. Hellwig, W. Steglich, Angew. Chem. 2001, 113, 1749-1751
-
(2001)
Angew. Chem.
, vol.113
, pp. 1749-1751
-
-
Lang, M.1
Spiteller, P.2
Hellwig, V.3
Steglich, W.4
-
21
-
-
0035805276
-
-
Angew. Chem. Int. Ed. 2001, 40, 1704-1705.
-
(2001)
Angew. Chem. Int. Ed.
, vol.40
, pp. 1704-1705
-
-
-
22
-
-
79953222399
-
-
Our optimized procedure for the preparation of 3 and 4 is based on reports by
-
Our optimized procedure for the preparation of 3 and 4 is based on reports by
-
-
-
-
24
-
-
0005197873
-
-
E. Miller, F. S. Crossley, M. L. Moore, J. Am. Chem. Soc. 1942, 64, 2322-2323.
-
(1942)
J. Am. Chem. Soc.
, vol.64
, pp. 2322-2323
-
-
Miller, E.1
Crossley, F.S.2
Moore, M.L.3
-
25
-
-
79953171327
-
-
Alternative procedures
-
Alternative procedures
-
-
-
-
27
-
-
0033832827
-
-
M. Barbero, I. Degani, N. Diulgheroff, S. Dughera, R. Fochi, M. Migliaccio, J. Org. Chem. 2000, 65, 5600-5608
-
(2000)
J. Org. Chem.
, vol.65
, pp. 5600-5608
-
-
Barbero, M.1
Degani, I.2
Diulgheroff, N.3
Dughera, S.4
Fochi, R.5
Migliaccio, M.6
-
28
-
-
65949117825
-
-
N. H. Nguyen, C. Cougnon, F. Gohier, J. Org. Chem. 2009, 74, 3955-3957.
-
(2009)
J. Org. Chem.
, vol.74
, pp. 3955-3957
-
-
Nguyen, N.H.1
Cougnon, C.2
Gohier, F.3
-
31
-
-
0001114110
-
-
W. W. Sander, G. F. Bucher, P. Komnick, J. Morawietz, P. Bubenitschek, P. G. Jones, A. Chrapkowski, Chem. Ber. 1993, 126, 2101-2109
-
(1993)
Chem. Ber.
, vol.126
, pp. 2101-2109
-
-
Sander, W.W.1
Bucher, G.F.2
Komnick, P.3
Morawietz, J.4
Bubenitschek, P.5
Jones, P.G.6
Chrapkowski, A.7
-
32
-
-
79953209506
-
-
see also ref. 12a
-
see also ref. 12a.
-
-
-
-
33
-
-
0001457815
-
-
B. R. Arnold, J. C. Scaiano, G. Bucher, W. Sander, J. Org. Chem. 1992, 57, 6469-6474
-
(1992)
J. Org. Chem.
, vol.57
, pp. 6469-6474
-
-
Arnold, B.R.1
Scaiano, J.C.2
Bucher, G.3
Sander, W.4
-
34
-
-
0030059778
-
-
M. L. Alcaraz, L. Peng, P. Klotz, M. Goeldner, J. Org. Chem. 1996, 61, 192-201
-
(1996)
J. Org. Chem.
, vol.61
, pp. 192-201
-
-
Alcaraz, M.L.1
Peng, L.2
Klotz, P.3
Goeldner, M.4
-
36
-
-
0008625692
-
-
For Schiemann-type fluorinations with diazonium salts 3 and 4, see
-
For Schiemann-type fluorinations with diazonium salts 3 and 4, see:, M. Sawaguchi, T. Fukuhara, N. Yoneda, J. Fluorine Chem. 1999, 97, 127-133.
-
(1999)
J. Fluorine Chem.
, vol.97
, pp. 127-133
-
-
Sawaguchi, M.1
Fukuhara, T.2
Yoneda, N.3
-
37
-
-
79953223901
-
-
For surface modifications, see
-
For surface modifications, see
-
-
-
-
39
-
-
33750520929
-
-
H. M. Nassef, A.-E. Radi, C. K. O'Sullivan, Electrochem. Commun. 2006, 8, 1719-1725.
-
(2006)
Electrochem. Commun.
, vol.8
, pp. 1719-1725
-
-
Nassef, H.M.1
Radi, A.-E.2
O'Sullivan, C.K.3
-
40
-
-
34249104674
-
-
Review on diazonium salts in palladium-catalyzed reactions
-
Review on diazonium salts in palladium-catalyzed reactions:, A. Roglans, A. Pla-Quintana, M. Moreno-Manas, Chem. Rev. 2006, 106, 4622-4643.
-
(2006)
Chem. Rev.
, vol.106
, pp. 4622-4643
-
-
Roglans, A.1
Pla-Quintana, A.2
Moreno-Manas, M.3
-
41
-
-
79953190221
-
-
The use of 2- and 4-hydroxyphenyl diazonium salts in Pd-catalyzed cross-coupling reactions has been reported by
-
The use of 2- and 4-hydroxyphenyl diazonium salts in Pd-catalyzed cross-coupling reactions has been reported by
-
-
-
-
43
-
-
77951825300
-
-
E. D. Coy B., L. Jovanovic, M. Sefkow, Org. Lett. 2010, 12, 1976-1979
-
(2010)
Org. Lett.
, vol.12
, pp. 1976-1979
-
-
Coy, B.E.D.1
Jovanovic, L.2
Sefkow, M.3
-
44
-
-
78349254923
-
-
B. Schmidt, F. Hölter, R. Berger, S. Jessel, Adv. Synth. Catal. 2010, 352, 2463-2473.
-
(2010)
Adv. Synth. Catal.
, vol.352
, pp. 2463-2473
-
-
Schmidt, B.1
Hölter, F.2
Berger, R.3
Jessel, S.4
-
46
-
-
62649103998
-
-
A. Wetzel, V. Ehrhardt, M. R. Heinrich, Angew. Chem. 2008, 120, 9270-9273
-
(2008)
Angew. Chem.
, vol.120
, pp. 9270-9273
-
-
Wetzel, A.1
Ehrhardt, V.2
Heinrich, M.R.3
-
47
-
-
56249089672
-
-
Angew. Chem. Int. Ed. 2008, 47, 9130-9133
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 9130-9133
-
-
-
48
-
-
53749107672
-
-
O. Blank, A. Wetzel, D. Ullrich, M. R. Heinrich, Eur. J. Org. Chem. 2008, 3179-3189
-
(2008)
Eur. J. Org. Chem.
, pp. 3179-3189
-
-
Blank, O.1
Wetzel, A.2
Ullrich, D.3
Heinrich, M.R.4
-
49
-
-
77049099859
-
-
A. Wetzel, G. Pratsch, R. Kolb, M. R. Heinrich, Chem. Eur. J. 2010, 16, 2547-2556.
-
(2010)
Chem. Eur. J.
, vol.16
, pp. 2547-2556
-
-
Wetzel, A.1
Pratsch, G.2
Kolb, R.3
Heinrich, M.R.4
-
50
-
-
0042004947
-
-
F. Minisci, F. Coppa, F. Fontana, G. Pianese, L. Zhao, J. Org. Chem. 1992, 57, 3929-3933.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 3929-3933
-
-
Minisci, F.1
Coppa, F.2
Fontana, F.3
Pianese, G.4
Zhao, L.5
-
51
-
-
18244396389
-
-
M. J. Bishop, J. Michael, K. A. Barvian, J. Berman, E. C. Bigham, D. T. Garrison, M. J. Gobel, S. J. Hodson, P. E. Irving, J. A. Liacos, F. Navas, D. L. Saussy, J. D. Speake, Bioorg. Med. Chem. Lett. 2002, 12, 471-476
-
(2002)
Bioorg. Med. Chem. Lett.
, vol.12
, pp. 471-476
-
-
Bishop, M.J.1
Michael, J.2
Barvian, K.A.3
Berman, J.4
Bigham, E.C.5
Garrison, D.T.6
Gobel, M.J.7
Hodson, S.J.8
Irving, P.E.9
Liacos, J.A.10
Navas, F.11
Saussy, D.L.12
Speake, J.D.13
-
52
-
-
65449179478
-
-
L. B. Nielsen, R. Slamet, D. Wege, Tetrahedron 2009, 65, 4569-4577.
-
(2009)
Tetrahedron
, vol.65
, pp. 4569-4577
-
-
Nielsen, L.B.1
Slamet, R.2
Wege, D.3
-
53
-
-
36849084048
-
-
M. R. Heinrich, O. Blank, D. Ullrich, M. Kirschstein, J. Org. Chem. 2007, 72, 9609-9616.
-
(2007)
J. Org. Chem.
, vol.72
, pp. 9609-9616
-
-
Heinrich, M.R.1
Blank, O.2
Ullrich, D.3
Kirschstein, M.4
-
54
-
-
34848902314
-
-
M. R. Heinrich, A. Wetzel, M. Kirschstein, Org. Lett. 2007, 9, 3833-3835.
-
(2007)
Org. Lett.
, vol.9
, pp. 3833-3835
-
-
Heinrich, M.R.1
Wetzel, A.2
Kirschstein, M.3
-
56
-
-
77956422154
-
-
M. Paradas, A. G. Campana, T. Jimenez, R. Robles, J. E. Oltra, E. Bunuel, J. Justicia, D. J. Cardenas, J. M. Cuerva, J. Am. Chem. Soc. 2010, 132, 12748-12756.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 12748-12756
-
-
Paradas, M.1
Campana, A.G.2
Jimenez, T.3
Robles, R.4
Oltra, J.E.5
Bunuel, E.6
Justicia, J.7
Cardenas, D.J.8
Cuerva, J.M.9
-
58
-
-
44449171347
-
-
Aryl radicals can be considered as electrophilic when compared to other carbon-centered radicals. On a general scale including such strong electrophiles as fluorine, they have been classified as moderate to weak nucleophiles
-
Aryl radicals can be considered as electrophilic when compared to other carbon-centered radicals. On a general scale including such strong electrophiles as fluorine, they have been classified as moderate to weak nucleophiles:, F. de Vleeschouwer, V. van Speybroeck, M. Waroquier, P. Geerlings, F. de Proft, Org. Lett. 2007, 9, 2721-2724.
-
(2007)
Org. Lett.
, vol.9
, pp. 2721-2724
-
-
De Vleeschouwer, F.1
Van Speybroeck, V.2
Waroquier, M.3
Geerlings, P.4
De Proft, F.5
-
59
-
-
37049163352
-
-
For regioselectivity in radical arylations of furans, see
-
For regioselectivity in radical arylations of furans, see:, A. W. Johnson, J. Chem. Soc. 1946, 895-899.
-
(1946)
J. Chem. Soc.
, pp. 895-899
-
-
Johnson, A.W.1
-
60
-
-
79953223099
-
-
For regioselectivity in radical arylations of quaternized pyridinium species, see
-
For regioselectivity in radical arylations of quaternized pyridinium species, see
-
-
-
-
64
-
-
33749511624
-
-
M. Sjödin, T. Irebo, J. E. Utas, J. Lind, G. Merényi, B. Åkermark, L. Hammarström, J. Am. Chem. Soc. 2006, 128, 13076-13083
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 13076-13083
-
-
Sjödin, M.1
Irebo, T.2
Utas, J.E.3
Lind, J.4
Merényi, G.5
Åkermark, B.6
Hammarström, L.7
-
65
-
-
34547193702
-
-
A. L. Koner, U. Pischel, W. M. Nau, Org. Lett. 2007, 9, 2899-2902
-
(2007)
Org. Lett.
, vol.9
, pp. 2899-2902
-
-
Koner, A.L.1
Pischel, U.2
Nau, W.M.3
-
66
-
-
0000817755
-
-
R. H. Schuler, P. Neta, H. Zemel, R. W. Fessenden, J. Am. Chem. Soc. 1976, 98, 3825-3831.
-
(1976)
J. Am. Chem. Soc.
, vol.98
, pp. 3825-3831
-
-
Schuler, R.H.1
Neta, P.2
Zemel, H.3
Fessenden, R.W.4
-
67
-
-
79953197735
-
-
No ortho-C-deuterated phenol (2-[D] 5) was formed from the O-deuterated diazonium salt 3 (O-[D] 3), which means that the solvent (dimethyl sulfoxide) acted as preferred hydrogen source. This finding was further supported by the observation that ortho-C-deuterated phenol (2-[D] 5) did occur in reactions with deuterated dimethyl sulfoxide as solvent (see the Supporting Information)
-
No ortho-C-deuterated phenol (2-[D] 5) was formed from the O-deuterated diazonium salt 3 (O-[D] 3), which means that the solvent (dimethyl sulfoxide) acted as preferred hydrogen source. This finding was further supported by the observation that ortho-C-deuterated phenol (2-[D] 5) did occur in reactions with deuterated dimethyl sulfoxide as solvent (see the Supporting Information).
-
-
-
-
68
-
-
2942545129
-
-
For rate constants of iodine transfer to aryl radicals, see
-
For rate constants of iodine transfer to aryl radicals, see:, C. Galli, Chem. Rev. 1988, 88, 765-792.
-
(1988)
Chem. Rev.
, vol.88
, pp. 765-792
-
-
Galli, C.1
-
69
-
-
0000932162
-
-
J. R. Beadle, S. H. Korzeniowski, D. E. Rosenberg, B. J. Garcia-Slanga, G. W. Gokel, J. Org. Chem. 1984, 49, 1594-1603.
-
(1984)
J. Org. Chem.
, vol.49
, pp. 1594-1603
-
-
Beadle, J.R.1
Korzeniowski, S.H.2
Rosenberg, D.E.3
Garcia-Slanga, B.J.4
Gokel, G.W.5
-
71
-
-
79953187413
-
-
4 as reductant, 2- or 4-hydroxybiphenyl was obtained along with phenol (5) in ratios smaller than 1:20
-
4 as reductant, 2- or 4-hydroxybiphenyl was obtained along with phenol (5) in ratios smaller than 1:20.
-
-
-
-
72
-
-
79953227197
-
-
4,4′-Dibromobiphenyl was obtained as by-product potentially arising from the copper-catalyzed cross- coupling reaction (tert-butyl iodide stabilized by Cu)
-
4,4′-Dibromobiphenyl was obtained as by-product potentially arising from the copper-catalyzed cross- coupling reaction (tert-butyl iodide stabilized by Cu).
-
-
-
-
73
-
-
33846973404
-
-
Reactions of ortho-aminophenyl type radicals have recently been described
-
Reactions of ortho-aminophenyl type radicals have recently been described:, D. A. Androsov, D. C. Neckers, J. Org. Chem. 2007, 72, 1148-1152.
-
(2007)
J. Org. Chem.
, vol.72
, pp. 1148-1152
-
-
Androsov, D.A.1
Neckers, D.C.2
-
74
-
-
61349104298
-
-
Tosyl derivative of 27 and its use in Sandmeyer-type reactions
-
Tosyl derivative of 27 and its use in Sandmeyer-type reactions:, V. D. Filimonov, M. Trusova, P. Postnikov, E. A. Krasnokutskaya, Y. M. Lee, H. Y. Hwang, H. Kim, K.-W. Chi, Org. Lett. 2008, 10, 3961-3964.
-
(2008)
Org. Lett.
, vol.10
, pp. 3961-3964
-
-
Filimonov, V.D.1
Trusova, M.2
Postnikov, P.3
Krasnokutskaya, E.A.4
Lee, Y.M.5
Hwang, H.Y.6
Kim, H.7
Chi, K.-W.8
-
75
-
-
0009100571
-
-
For the preparation of 27, see
-
For the preparation of 27, see:, K. Whetsel, G. Hawkins, F. Johnson, J. Am. Chem. Soc. 1956, 78, 3360-3363.
-
(1956)
J. Am. Chem. Soc.
, vol.78
, pp. 3360-3363
-
-
Whetsel, K.1
Hawkins, G.2
Johnson, F.3
-
76
-
-
79953176815
-
-
3 and benzene
-
3 and benzene.
-
-
-
|