-
1
-
-
30544451537
-
-
Knochel, P., Ed.;, Wiley-VCH: Weinheim
-
Knochel, P.; Leuser, H.; Gong, L.-Z.; Perrone, S.; Kneisel, F. F. In Handbook of Functionalised Organometallics; Knochel, P., Ed.; Wiley-VCH: Weinheim, 2005.
-
(2005)
Handbook of Functionalised Organometallics
-
-
Knochel, P.1
Leuser, H.2
Gong, L.-Z.3
Perrone, S.4
Kneisel, F.F.5
-
2
-
-
34548428596
-
-
Rappoport, Z., Marek, I., Eds.; Patai Series; Wiley: Chichester, U. K.
-
The chemistry of organozinc compounds; Rappoport, Z., Marek, I., Eds.; Patai Series; Wiley: Chichester, U. K., 2006.
-
(2006)
The Chemistry of Organozinc Compounds
-
-
-
3
-
-
33644931614
-
-
For recent Reviews on the applications of alkali-metal zincates in deprotonative metalation reactions see: a
-
For recent Reviews on the applications of alkali-metal zincates in deprotonative metalation reactions see: (a) Mulvey, R. E. Organometallics 2006, 25, 1060.
-
(2006)
Organometallics
, vol.25
, pp. 1060
-
-
Mulvey, R.E.1
-
4
-
-
34250771010
-
-
(b) Mulvey, R. E.; Mongin, F.; Uchiyama, M.; Kondo, Y. Angew. Chem., Int. Ed. 2007, 46, 3802.
-
(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 3802
-
-
Mulvey, R.E.1
Mongin, F.2
Uchiyama, M.3
Kondo, Y.4
-
6
-
-
0033553109
-
-
(a) Kondo, Y.; Shilai, M.; Uchiyama, M.; Sakamoto, T. J. Am. Chem. Soc. 1999, 121, 3539.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 3539
-
-
Kondo, Y.1
Shilai, M.2
Uchiyama, M.3
Sakamoto, T.4
-
7
-
-
33745953735
-
-
(b) Uchiyama, M. M.; Matsumoto, Y.; Nobuto, D.; Furuyama, T.; Yamaguchi, K.; Morokuma, K. J. Am. Chem. Soc. 2006, 128, 8748.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 8748
-
-
Uchiyama, M.M.1
Matsumoto, Y.2
Nobuto, D.3
Furuyama, T.4
Yamaguchi, K.5
Morokuma, K.6
-
8
-
-
33745036379
-
-
(c) Clegg, W.; Dale, S. H.; Hevia, E.; Honeyman, G. W.; Mulvey, R. E. Angew. Chem., Int. Ed. 2006, 45, 2370.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 2370
-
-
Clegg, W.1
Dale, S.H.2
Hevia, E.3
Honeyman, G.W.4
Mulvey, R.E.5
-
9
-
-
18244406546
-
-
Andrikopoulos, P. C.; Armstrong, D. R.; Barley, H. R. L.; Clegg, W.; Dale, S. H.; Hevia, E.; Honeyman, G. W.; Kennedy, A. R.; Mulvey, R. E. J. Am. Chem. Soc. 2005, 127, 6184.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 6184
-
-
Andrikopoulos, P.C.1
Armstrong, D.R.2
Barley, H.R.L.3
Clegg, W.4
Dale, S.H.5
Hevia, E.6
Honeyman, G.W.7
Kennedy, A.R.8
Mulvey, R.E.9
-
10
-
-
44849119440
-
-
Conway, B.; Graham, D. V.; Hevia, E.; Kennedy, A. R.; Klett, J.; Mulvey, R. E. Chem. Commun. 2008, 2638.
-
(2008)
Chem. Commun.
, pp. 2638
-
-
Conway, B.1
Graham, D.V.2
Hevia, E.3
Kennedy, A.R.4
Klett, J.5
Mulvey, R.E.6
-
11
-
-
33745051325
-
-
Clegg, W.; Dale, S. H.; Drummond, A. M.; Hevia, E.; Honeyman, G. W.; Mulvey, R. E. J. Am. Chem. Soc. 2006, 128, 7434.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 7434
-
-
Clegg, W.1
Dale, S.H.2
Drummond, A.M.3
Hevia, E.4
Honeyman, G.W.5
Mulvey, R.E.6
-
12
-
-
63849118887
-
-
Armstrong, D. R.; Garcia-Alvarez, J.; Graham, D. V.; Honeyman, G. W.; Hevia, E.; Kennedy, A. R.; Mulvey, R. E. Chem.-Eur. J. 2009, 15, 3800.
-
(2009)
Chem.-Eur. J.
, vol.15
, pp. 3800
-
-
Armstrong, D.R.1
Garcia-Alvarez, J.2
Graham, D.V.3
Honeyman, G.W.4
Hevia, E.5
Kennedy, A.R.6
Mulvey, R.E.7
-
13
-
-
33749823856
-
-
Clegg, W.; Dale, S. H.; Hevia, E.; Hogg, L. M.; Honeyman, G. W.; Mulvey, R. E.; O'Hara, C. T. Angew. Chem., Int. Ed. 2006, 45, 6548.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 6548
-
-
Clegg, W.1
Dale, S.H.2
Hevia, E.3
Hogg, L.M.4
Honeyman, G.W.5
Mulvey, R.E.6
O'Hara, C.T.7
-
14
-
-
67650607746
-
-
Clegg, W.; Conway, B.; Graham, D. V.; Hevia, E.; Kennedy, A. R.; Mulvey, R. E.; Russo, L.; Wright, D. S. Chem.-Eur. J. 2009, 15, 7074.
-
(2009)
Chem.-Eur. J.
, vol.15
, pp. 7074
-
-
Clegg, W.1
Conway, B.2
Graham, D.V.3
Hevia, E.4
Kennedy, A.R.5
Mulvey, R.E.6
Russo, L.7
Wright, D.S.8
-
15
-
-
34447124477
-
-
Conway, B.; Hevia, E.; Kennedy, A. R.; Mulvey, R. E. Chem. Commun. 2007, 2864.
-
(2007)
Chem. Commun.
, pp. 2864
-
-
Conway, B.1
Hevia, E.2
Kennedy, A.R.3
Mulvey, R.E.4
-
16
-
-
33745031448
-
-
(a) Clegg, W.; Dale, S. H.; Harrington, R. W.; Hevia, E.; Honeyman, G. W.; Mulvey, R. E. Angew. Chem., Int. Ed. 2006, 45, 2374.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 2374
-
-
Clegg, W.1
Dale, S.H.2
Harrington, R.W.3
Hevia, E.4
Honeyman, G.W.5
Mulvey, R.E.6
-
17
-
-
35548937409
-
-
(b) Kondo, Y.; Morey, J. V.; Morgan, J. C.; Naka, H.; Nobuto, D.; Raithby, P. R.; Uchiyama, M.; Wheatley, A. E. H. J. Am. Chem. Soc. 2007, 129, 12734.
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 12734
-
-
Kondo, Y.1
Morey, J.V.2
Morgan, J.C.3
Naka, H.4
Nobuto, D.5
Raithby, P.R.6
Uchiyama, M.7
Wheatley, A.E.H.8
-
18
-
-
33846661111
-
-
(a) Uchiyama, M.; Matsumoto, Y.; Usui, S.; Hashimoto, Y.; Morokuma, K. Angew. Chem., Int. Ed. 2007, 46, 926.
-
(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 926
-
-
Uchiyama, M.1
Matsumoto, Y.2
Usui, S.3
Hashimoto, Y.4
Morokuma, K.5
-
19
-
-
38349006758
-
-
(b) Clegg, W.; Dale, S. H.; Hevia, E.; Hogg, L. M.; Honeyman, G. W.; Mulvey, R. E.; O'Hara, C. T.; Russo, L. Angew. Chem., Int. Ed. 2008, 47, 731.
-
(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 731
-
-
Clegg, W.1
Dale, S.H.2
Hevia, E.3
Hogg, L.M.4
Honeyman, G.W.5
Mulvey, R.E.6
O'Hara, C.T.7
Russo, L.8
-
20
-
-
33746265864
-
-
Armstrong, D. R.; Clegg, W.; Dale, S. H.; Hevia, E.; Hogg, L. M.; Honeyman, G. W.; Mulvey, R. E. Angew. Chem., Int. Ed. 2006, 45, 3775.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 3775
-
-
Armstrong, D.R.1
Clegg, W.2
Dale, S.H.3
Hevia, E.4
Hogg, L.M.5
Honeyman, G.W.6
Mulvey, R.E.7
-
21
-
-
70350612841
-
-
Kennedy, A. R.; Klett, J.; Mulvey, R. E.; Wright, D. S. Science 2009, 326, 706.
-
(2009)
Science
, vol.326
, pp. 706
-
-
Kennedy, A.R.1
Klett, J.2
Mulvey, R.E.3
Wright, D.S.4
-
23
-
-
67749108285
-
-
Clegg, W.; Conway, B.; Hevia, E.; McCall, M. D.; Russo, L.; Mulvey, R. E. J. Am. Chem. Soc. 2009, 131, 2375.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 2375
-
-
Clegg, W.1
Conway, B.2
Hevia, E.3
McCall, M.D.4
Russo, L.5
Mulvey, R.E.6
-
25
-
-
0002579066
-
-
(a) de Riggi, I.; Virgili, A.; de Moragas, M.; Jaime, C. J. Org. Chem. 1995, 60, 27.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 27
-
-
Riggi, I.1
Virgili, A.2
Moragas, M.3
Jaime, C.4
-
29
-
-
77955784058
-
-
Note that this is the ratio found in solution for the 3-ortho/3-meta/3-para products vide infra which differs from that found in the isolated crystalline solid 20:11:1. This discrepancy is probably due to the different solubility/crystallization properties of the three distinct isomers
-
Note that this is the ratio found in solution for the 3-ortho/3-meta/3-para products (vide infra) which differs from that found in the isolated crystalline solid (20:11:1). This discrepancy is probably due to the different solubility/crystallization properties of the three distinct isomers.
-
-
-
-
30
-
-
77955831785
-
-
asymmetric unit of these crystals has two independent complexes, one of them is 3-ortho and the other one contains an approximately 5:1 0.828:0.172 5 disordered mixture of 3-ortho and 3-meta, giving overall a ratio of almost 11:1 for these two isomers in the crystal structure
-
The asymmetric unit of these crystals has two independent complexes, one of them is 3-ortho and the other one contains an approximately 5:1 [0.828:0.172 (5)] disordered mixture of 3-ortho and 3-meta, giving overall a ratio of almost 11:1 for these two isomers in the crystal structure.
-
-
-
-
31
-
-
77955816777
-
-
tBu, ref 8
-
tBu)], ref 8.
-
-
-
-
32
-
-
77955801411
-
-
1H NMR spectroscopic monitoring of a solution of isolated crystals of 4 in deuterated benzene over a 4 day period showed no isomerisation of 4 to related meta or para products
-
1H NMR spectroscopic monitoring of a solution of isolated crystals of 4 in deuterated benzene over a 4 day period showed no isomerisation of 4 to related meta or para products.
-
-
-
-
33
-
-
77955807118
-
-
presence of free 2 could also be attributed to the partial hydrolysis of the organometallic species 3 or 4 in deuterated benzene solution. However we can rule out this possibility since formation of 2 could not be observed in solutions of compounds 3 and 4 monitored by 1H NMR spectroscopy over 3 days
-
The presence of free 2 could also be attributed to the partial hydrolysis of the organometallic species 3 or 4 in deuterated benzene solution. However we can rule out this possibility since formation of 2 could not be observed in solutions of compounds 3 and 4 monitored by 1H NMR spectroscopy over 3 days.
-
-
-
-
34
-
-
77955797550
-
-
6 ref 5; therefore, although it must be formed in the competing reaction of 4 with TMP H that yields to the formation of 2 reaction pathway i, Scheme 4, it could not be detected
-
6 (ref 5); therefore, although it must be formed in the competing reaction of 4 with TMP (H) that yields to the formation of 2 (reaction pathway i, Scheme 4), it could not be detected.
-
-
-
-
35
-
-
77955815760
-
-
1HNMR spectrum of the reaction of 4 with one equivalent of TMP H Figure 1c
-
1HNMR spectrum of the reaction of 4 with one equivalent of TMP (H) (Figure 1c).
-
-
-
-
36
-
-
77955818086
-
-
2; see Supporting Information for full details
-
2]; see Supporting Information for full details.
-
-
-
-
37
-
-
0001134370
-
-
For selected examples of structurally characterised compounds which contain Na. F dative interactions, see: a
-
For selected examples of structurally characterised compounds which contain Na... F dative interactions, see: (a) Dias, H. V. R.; Jin, W.; Kim, H.-J.; Lu, H.-L. Inorg. Chem. 1996, 35, 2317.
-
(1996)
Inorg. Chem.
, vol.35
, pp. 2317
-
-
Dias, H.V.R.1
Jin, W.2
Kim, H.-J.3
Lu, H.-L.4
-
39
-
-
0000782374
-
-
(c) Jolas, J. L.; Hoppe, S.; Whitmire, K. W. Inorg. Chem. 1997, 36, 3335.
-
(1997)
Inorg. Chem.
, vol.36
, pp. 3335
-
-
Jolas, J.L.1
Hoppe, S.2
Whitmire, K.W.3
-
40
-
-
63749100623
-
-
(d) Deacon, G. B.; Forsyth, C. M.; Junk, P. C.; Wang, J. Chem.-Eur. J. 2009, 15, 3082.
-
(2009)
Chem.-Eur. J.
, vol.15
, pp. 3082
-
-
Deacon, G.B.1
Forsyth, C.M.2
Junk, P.C.3
Wang, J.4
-
41
-
-
4243468938
-
-
For key references to electrostatic π interactions between alkali metals and aromatic molecules, see: a
-
For key references to electrostatic π interactions between alkali metals and aromatic molecules, see: (a) Ma, J. C.; Dougherty, D. A. Chem. Rev. 1997, 97, 1303.
-
(1997)
Chem. Rev.
, vol.97
, pp. 1303
-
-
Ma, J.C.1
Dougherty, D.A.2
-
43
-
-
0013233292
-
-
(c) Forbes, G C.; Kennedy, A. R.; Mulvey, R. E.; Roberts, B. A.; Rowlings, R. B. Organometallics 2002, 21, 5115.
-
(2002)
Organometallics
, vol.21
, pp. 5115
-
-
Forbes, G.C.1
Kennedy, A.R.2
Mulvey, R.E.3
Roberts, B.A.4
Rowlings, R.B.5
-
44
-
-
77955781002
-
-
For key Reviews of DoM see
-
For key Reviews of DoM see
-
-
-
-
45
-
-
18744384857
-
The directed ortho metalation-cross coupling nexus. Synthetic methodology for aryl-aryl and aryl-heteroatom-aryl bonds
-
2nd ed.; Diederich, F., de Meijere, A., Eds.
-
(a) Anctil, E.; Snieckus, V. The Directed ortho Metalation-Cross Coupling Nexus. Synthetic Methodology for Aryl-Aryl and Aryl-Heteroatom-Aryl Bonds. In Metal-Catalyzed Cross-Coupling Reaction, 2nd ed.; Diederich, F., de Meijere, A., Eds.; 2004; Vol. 761, p 813.
-
(2004)
Metal-Catalyzed Cross-Coupling Reaction
, vol.761
, pp. 813
-
-
Anctil, E.1
Snieckus, V.2
-
46
-
-
0141713788
-
The directed ortho metalation reaction. A point of departure for new synthetic aromatic chemistry
-
Astruc, D., Ed.; Wiley-VCH: New York
-
(b) Hartung, C. G.; Snieckus, V. The Directed ortho Metalation Reaction. A Point of Departure for New Synthetic Aromatic Chemistry. In Modern Arene Chemistry; Astruc, D., Ed.; Wiley-VCH: New York, 2002; Vol. 330, p 367.
-
(2002)
Modern Arene Chemistry
, vol.330
, pp. 367
-
-
Hartung, C.G.1
Snieckus, V.2
-
47
-
-
77955777688
-
-
2 prepared by indirect route, Scheme 2, ref 17 where the metals are separated by a large distance >5. å
-
2] (prepared by indirect route, Scheme 2, ref 17) where the metals are separated by a large distance (>5. å).
-
-
-
-
48
-
-
35048861276
-
-
For selected examples of direct Zn-H exchange reactions using other alkali-metal zincates, see: a
-
For selected examples of direct Zn-H exchange reactions using other alkali-metal zincates, see: (a) Wunderlich, S. H.; Knochel, P. Angew. Chem., Int. Ed. 2007, 46, 7685.
-
(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 7685
-
-
Wunderlich, S.H.1
Knochel, P.2
-
50
-
-
37549064279
-
-
(c) L'Helgoual'ch, J. M.; Seggio, A.; Chevallier, F. l.; Yonehara, M.; Jeanneau, E.; Uchiyama, M.; Mongin, F. J. Org. Chem. 2008, 73, 177.
-
(2008)
J. Org. Chem.
, vol.73
, pp. 177
-
-
L'Helgoual'ch, J.M.1
Seggio, A.2
Chevallier, F.L.3
Yonehara, M.4
Jeanneau, E.5
Uchiyama, M.6
Mongin, F.7
-
52
-
-
58449122731
-
-
(e) Dong, Z.; Clososki, G. C.; Wunderlich, S. H.; Unsinn, A.; Li, J.; Knochel, P. Chem.-Eur. J. 2009, 15, 457.
-
(2009)
Chem.-Eur. J.
, vol.15
, pp. 457
-
-
Dong, Z.1
Clososki, G.C.2
Wunderlich, S.H.3
Unsinn, A.4
Li, J.5
Knochel, P.6
-
53
-
-
77950113275
-
-
(f) Wunderlich, S. H.; Rohbogner, C. J.; Unsinn, A.; Knochel, P. Org. Process Res. Dev. 2010, 14, 339.
-
(2010)
Org. Process Res. Dev.
, vol.14
, pp. 339
-
-
Wunderlich, S.H.1
Rohbogner, C.J.2
Unsinn, A.3
Knochel, P.4
|