-
6
-
-
71949100273
-
-
f) X. Chen, K. M. Engle, D.-H. Wang, J.-Q. Yu, Angew. Chem. 2009, 121, 5196-5217;
-
(2009)
Angew. Chem.
, vol.121
, pp. 5196-5217
-
-
Chen, X.1
Engle, K.M.2
Wang, D.-H.3
Yu, J.-Q.4
-
7
-
-
67649488045
-
-
and references therein
-
Angew. Chem. Int. Ed. 2009, 48, 5094-5115, and references therein.
-
(2009)
Angew. Chem. Int. Ed.
, vol.48
, pp. 5094-5115
-
-
-
8
-
-
70350500463
-
-
T. R. Newhouse, R. W. Hoffmann, P. S. Baran, Chem. Soc. Rev. 2009, 38, 3010-3021, and references cited therein.
-
(2009)
Chem. Soc. Rev.
, vol.38
, pp. 3010-3021
-
-
Newhouse, T.R.1
Hoffmann, R.W.2
Baran, P.S.3
-
10
-
-
0016600817
-
-
b) D. H. R. Barton, N. K. Basu, M. J. Day, R. H. Hesse, M. M. Perchet, A. N. Starratt, J. Chem. Soc. Perkin Trans. 1 1975, 2243-2251
-
(1975)
J. Chem. Soc. Perkin Trans.
, vol.1
, pp. 2243-2251
-
-
Barton, D.H.R.1
Basu, N.K.2
Day, M.J.3
Hesse, R.H.4
Perchet, M.M.5
Starratt, A.N.6
-
11
-
-
0026644850
-
-
c) P. Bovicelli, P. Lupattelli, E. Mincione, J. Org. Chem. 1992, 57, 5052-5054
-
(1992)
J. Org. Chem.
, vol.57
, pp. 5052-5054
-
-
Bovicelli, P.1
Lupattelli, P.2
Mincione, E.3
-
12
-
-
0034678111
-
-
d) H. Chen, S. Schlecht, T. C. Semple, J. F. Hartwig, Science 2000, 287, 1995-1997
-
(2000)
Science
, vol.287
, pp. 1995-1997
-
-
Chen, H.1
Schlecht, S.2
Semple, T.C.3
Hartwig, J.F.4
-
13
-
-
0034812968
-
-
e) M. E. GonzálezNúnez, G. Castellano, C. Andreu, J. Royo, M. Báguena, R. Mello, G. Asensio, J. Am. Chem. Soc. 2001, 123, 7487-7491
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 7487-7491
-
-
Gonzáleznúnez, M.E.1
Castellano, G.2
Andreu, C.3
Royo, J.4
Báguena, M.5
Mello, R.6
Asensio, G.7
-
15
-
-
0037178337
-
-
g) J. Yang, B. Gabriele, S. Belvedere, Y. Huang, R. Breslow, J. Org. Chem. 2002, 67, 5057-5067
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5057-5067
-
-
Yang, J.1
Gabriele, B.2
Belvedere, S.3
Huang, Y.4
Breslow, R.5
-
16
-
-
0037423364
-
-
h) C. G. Francisco, A. J. Herrera, E. Suárez, J. Org. Chem. 2003, 68, 1012-1017
-
(2003)
J. Org. Chem.
, vol.68
, pp. 1012-1017
-
-
Francisco, C.G.1
Herrera, A.J.2
Suárez, E.3
-
17
-
-
33846268074
-
-
i) M. M. Díaz-Requejo, T. R. Belderrain, M. C. Nicasio, P. J. Pérez, Dalton Trans. 2006, 5559-5566
-
(2006)
Dalton Trans.
, pp. 5559-5566
-
-
Díaz-Requejo, M.M.1
Belderrain, T.R.2
Nicasio, M.C.3
Pérez, P.J.4
-
18
-
-
33846503323
-
-
j) O. Daugulis, V. G. Zaitsev, D. Shabashov, Q. Pham, A. Lazareva, Synlett 2006, 3382-3388
-
(2006)
Synlett
, pp. 3382-3388
-
-
Daugulis, O.1
Zaitsev, V.G.2
Shabashov, D.3
Pham, Q.4
Lazareva, A.5
-
19
-
-
37549028476
-
-
k) A. Company, L. Gómez, M. Güell, X. Ribas, J. M. Luis, L. Que, Jr., M. Costas, J. Am. Chem. Soc. 2007, 129, 15766-15767
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 15766-15767
-
-
Company, A.1
Gómez, L.2
Güell, M.3
Ribas, X.4
Luis, J.M.5
Que Jr., L.6
Costas, M.7
-
22
-
-
71949117041
-
-
n) T. Kurokawa, M. Kim, J. Du Bois, Angew. Chem. 2009, 121, 2815-2817;
-
(2009)
Angew. Chem.
, vol.121
, pp. 2815-2817
-
-
Kurokawa, T.1
Kim, M.2
Du Bois, J.3
-
23
-
-
70349782195
-
-
and references therein
-
Angew. Chem. Int. Ed. 2009, 48, 2777-2779, and references therein.
-
(2009)
Angew. Chem. Int. Ed.
, vol.48
, pp. 2777-2779
-
-
-
26
-
-
33845183266
-
-
c) R. Mello, M. Florentino, C. Fusco, R. Curci, J. Am. Chem. Soc. 1989, 111, 6749-6757
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 6749-6757
-
-
Mello, R.1
Florentino, M.2
Fusco, C.3
Curci, R.4
-
27
-
-
0026595765
-
-
d) I. R. Likhotvorik, K. Yuan, D. W. Brown, P. A. Krasutsky, N. Smyth, M. Jones, Jr., Tetrahedron Lett. 1992, 33, 911-914
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 911-914
-
-
Likhotvorik, I.R.1
Yuan, K.2
Brown, D.W.3
Krasutsky, P.A.4
Smyth, N.5
Jones Jr., M.6
-
29
-
-
71949099759
-
-
f) L. Gómez, I. Garcia-Bosch, A. Company, J. Benet-Buchholz, A. Polo, X. Sala, X. Ribas, M. Costas, Angew. Chem. 2009, 121, 5830-5833;
-
(2009)
Angew. Chem.
, vol.121
, pp. 5830-5833
-
-
Gómez, L.1
Garcia-Bosch, I.2
Company, A.3
Benet-Buchholz, J.4
Polo, A.5
Sala, X.6
Ribas, X.7
Costas, M.8
-
30
-
-
70349789516
-
-
Angew. Chem. Int. Ed. 2009, 48, 5720-5723.
-
(2009)
Angew. Chem. Int. Ed.
, vol.48
, pp. 5720-5723
-
-
-
32
-
-
71949091719
-
-
We use the term "C-H bond nucleophilicity" when referring to the "electronic reactivity factor". It seems to us that this term pragmatically denotes the effect of what hyperconjugative and inductive electronic effects might transmit from neighboring substituents to the reaction site. Thus, this term can refer to both activation as well as deactivation of the C-H bond by neighboring substituents towards electrophilic "C-H activation" insertion reactions
-
We use the term "C-H bond nucleophilicity" when referring to the "electronic reactivity factor". It seems to us that this term pragmatically denotes the effect of what hyperconjugative and inductive electronic effects might transmit from neighboring substituents to the reaction site. Thus, this term can refer to both activation as well as deactivation of the C-H bond by neighboring substituents towards electrophilic "C-H activation" insertion reactions.
-
-
-
-
36
-
-
84943835742
-
-
a) J. Rocek, F. H. Westheimer, A. Eschenmoser, L. Moldoványl, J. Schreiber, Helv. Chim. Acta 1962, 45, 2554-2567
-
(1962)
Helv. Chim. Acta
, vol.45
, pp. 2554-2567
-
-
Rocek, J.1
Westheimer, F.H.2
Eschenmoser, A.3
Moldoványl, L.4
Schreiber, J.5
-
37
-
-
0347182217
-
-
b) C. F. Wilcox, Jr., M. Sexton, M. F. Wilcox, J. Org. Chem. 1963, 28, 1079-1082.
-
(1963)
J. Org. Chem.
, vol.28
, pp. 1079-1082
-
-
Wilcox Jr., C.F.1
Sexton, M.2
Wilcox, M.F.3
-
39
-
-
71949127578
-
-
b) K. Okamoto, S. Saitô, H. Shingu, Bull. Chem. Soc. Jpn. 1969, 42, 3288-3297
-
(1969)
Bull. Chem. Soc. Jpn.
, vol.42
, pp. 3288-3297
-
-
Okamoto, K.1
Saitô, S.2
Shingu, H.3
-
41
-
-
71949107875
-
-
and references therein
-
d) J. F. King, T. W. S. Lee, Can. J. Chem. 1971, 49, 3724-3732, and references therein.
-
(1971)
Can. J. Chem.
, vol.49
, pp. 3724-3732
-
-
King, J.F.1
Lee, T.W.S.2
-
42
-
-
37049131772
-
-
1H) nuclear magnetic resonance to predict C-H activation pattern, see: R. B. Boar, J. Chem. Soc. Perkin Trans. 1 1975, 1275-1277
-
(1975)
J. Chem. Soc. Perkin Trans. 1
, pp. 1275-1277
-
-
Boar, R.B.1
-
44
-
-
0034607295
-
-
a) H. W. L. Davies, T. Hansen, M. R. Churchill, J. Am. Chem. Soc. 2000, 122, 3063-3070
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 3063-3070
-
-
Davies, H.W.L.1
Hansen, T.2
Churchill, M.R.3
-
45
-
-
35548941455
-
-
b) U. H. Brinker, G. Lin, L. Xu, W. B. Smith, J.-L. Mieusset, J. Org. Chem. 2007, 72, 8434-8451
-
(2007)
J. Org. Chem.
, vol.72
, pp. 8434-8451
-
-
Brinker, U.H.1
Lin, G.2
Xu, L.3
Smith, W.B.4
Mieusset, J.-L.5
-
46
-
-
69549122662
-
-
c) J. Hansen, J. Autschbach, H. W. L. Davies, J. Org. Chem. 2009, 74, 6555-6563
-
(2009)
J. Org. Chem.
, vol.74
, pp. 6555-6563
-
-
Hansen, J.1
Autschbach, J.2
Davies, H.W.L.3
-
47
-
-
84918267939
-
-
d) D. S. Breslow, E. I. Edwards, R. Leone, P. v. R. Schleyer, J. Am. Chem. Soc. 1968, 90, 7097-7102
-
(1968)
J. Am. Chem. Soc.
, vol.90
, pp. 7097-7102
-
-
Breslow, D.S.1
Edwards, E.I.2
Leone, R.3
Schleyer, P.V.R.4
-
48
-
-
33344479001
-
-
e) R. Curci, L. D'Accolti, C. Fusco, Acc. Chem. Res. 2006, 39, 1-9
-
(2006)
Acc. Chem. Res.
, vol.39
, pp. 1-9
-
-
Curci, R.1
D'Accolti, L.2
Fusco, C.3
-
49
-
-
0000731414
-
-
f) D. H. Giamalva, D. F. Church, W. A. Pryor, J. Org. Chem. 1988, 53, 3429-3432
-
(1988)
J. Org. Chem.
, vol.53
, pp. 3429-3432
-
-
Giamalva, D.H.1
Church, D.F.2
Pryor, W.A.3
-
50
-
-
0000407965
-
-
g) A. Tenaglia, E. Terranova, B. Waegell, J. Org. Chem. 1992, 57, 5523-5528.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 5523-5528
-
-
Tenaglia, A.1
Terranova, E.2
Waegell, B.3
-
51
-
-
0000845829
-
-
and references therein
-
X. Du, K.N. Houk, J. Org. Chem. 1998, 63, 6480-6483, and references therein;
-
(1998)
, vol.63
, pp. 6480-6483
-
-
Du, X.1
Houk, K.N.2
Org Chem, J.3
-
52
-
-
0001381215
-
-
see also R. D. Bach, J. L. Andrés, M.-D. Su, J. J. W. McDouall, J. Am. Chem. Soc. 1993, 115, 5768-5775.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 5768-5775
-
-
Bach, R.D.1
Andrés, J.L.2
Su, M.-D.3
McDouall, J.J.W.4
-
54
-
-
71949105173
-
-
13C NMR shift and fractional charge
-
13C NMR shift and fractional charge.
-
-
-
-
55
-
-
0001164243
-
-
Z. Cohen, E. Keinan, Y. Mazur, T. H. Varkony, J. Org. Chem. 1975, 40, 2141-2142. What a relief ! In 1955, strain release was put forward as a reactivity factor to explain the differing reactivity of axial and equitorial alcohols during oxidation. The same rationale may account for the differing rates of activation between axial and equitorial C-H bonds in C-H activation processes (see scheme)
-
(1975)
J. Org. Chem.
, vol.40
, pp. 2141-2142
-
-
Cohen, Z.1
Keinan, E.2
Mazur, Y.3
Varkony, T.H.4
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