-
2
-
-
0001487534
-
-
Stanger, A.; Ashkenazi, N.; Schachter, A.; Bläser, D.; Stellberg, P.; Boese, R. J. Org. Chem. 1996, 61, 2549.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 2549
-
-
Stanger, A.1
Ashkenazi, N.2
Schachter, A.3
Bläser, D.4
Stellberg, P.5
Boese, R.6
-
3
-
-
3743153678
-
-
Submitted for publication
-
Stanger, A.; Ashkenazi, N.; Bläser, D.; Stellberg, P.; Boese, R. Submitted for publication.
-
-
-
Stanger, A.1
Ashkenazi, N.2
Bläser, D.3
Stellberg, P.4
Boese, R.5
-
5
-
-
0000482064
-
-
Grubbs, R. H.; Miyashita, A.; Liu, M. M.; Burk, P. J. Am. Chem. Soc. 1978, 100, 2418.
-
(1978)
J. Am. Chem. Soc.
, vol.100
, pp. 2418
-
-
Grubbs, R.H.1
Miyashita, A.2
Liu, M.M.3
Burk, P.4
-
7
-
-
37049099913
-
-
For analogous reactions of dialkylnickel complexes and dibromomethane see: (a) Takahashi, S.; Suzuki, Y.; Sonogashira, K.; Hagihara, N. J. Chem. Soc., Chem. Commun. 1976, 839. (b) Binger, P.; Doyle, M. J. J. Organomet. Chem. 1978, 162, 195.
-
(1976)
J. Chem. Soc., Chem. Commun.
, pp. 839
-
-
Takahashi, S.1
Suzuki, Y.2
Sonogashira, K.3
Hagihara, N.4
-
8
-
-
0000969195
-
-
For analogous reactions of dialkylnickel complexes and dibromomethane see: (a) Takahashi, S.; Suzuki, Y.; Sonogashira, K.; Hagihara, N. J. Chem. Soc., Chem. Commun. 1976, 839. (b) Binger, P.; Doyle, M. J. J. Organomet. Chem. 1978, 162, 195.
-
(1978)
J. Organomet. Chem.
, vol.162
, pp. 195
-
-
Binger, P.1
Doyle, M.J.2
-
9
-
-
84985520825
-
-
(a) Neidlein, R.; Rufinska, A.; Schwager, H.; Wilke, G. Angew. Chem., Int. Ed. Engl. 1986, 25, 640-642.
-
(1986)
Angew. Chem., Int. Ed. Engl.
, vol.25
, pp. 640-642
-
-
Neidlein, R.1
Rufinska, A.2
Schwager, H.3
Wilke, G.4
-
10
-
-
0001515924
-
-
(b) Krüger, C.; Laakmann, K.; Schroth, G.; Schwager, H.; Wilke, G. Chem. Ber. 1987, 120, 471-475.
-
(1987)
Chem. Ber.
, vol.120
, pp. 471-475
-
-
Krüger, C.1
Laakmann, K.2
Schroth, G.3
Schwager, H.4
Wilke, G.5
-
11
-
-
84985559894
-
-
(c) Schwager, H.; Benn, R.; Wilke, G. Angew. Chem., Int. Ed. Engl. 1987, 26, 67-68.
-
(1987)
Angew. Chem., Int. Ed. Engl.
, vol.26
, pp. 67-68
-
-
Schwager, H.1
Benn, R.2
Wilke, G.3
-
12
-
-
84985609899
-
-
(a) deBoer, H. J. R.; Akkermann, O. S.; Bickelhaupt, F.; Erker, G.; Czisch, P.; Mynott, R.; Wallis, J. M.; Krüger, C. Angew. Chem., Int. Ed. Engl. 1986, 25, 639-640.
-
(1986)
Angew. Chem., Int. Ed. Engl.
, vol.25
, pp. 639-640
-
-
DeBoer, H.J.R.1
Akkermann, O.S.2
Bickelhaupt, F.3
Erker, G.4
Czisch, P.5
Mynott, R.6
Wallis, J.M.7
Krüger, C.8
-
13
-
-
0000585868
-
-
(b) deBoer, H. J. R.; Schat, G.; Akkermann, O. S.; Bickelhaupt, F. J. Organomet. Chem. 1987, 321, 291-306.
-
(1987)
J. Organomet. Chem.
, vol.321
, pp. 291-306
-
-
DeBoer, H.J.R.1
Schat, G.2
Akkermann, O.S.3
Bickelhaupt, F.4
-
14
-
-
84917914662
-
-
(c) deBoer, H. J. R.; van de Heisteeg, B. J. J.; Flöel, M.; Herrmann, W. A.; Akkermann, O. S.; Bickelhaupt, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 73-74.
-
(1987)
Angew. Chem., Int. Ed. Engl.
, vol.26
, pp. 73-74
-
-
DeBoer, H.J.R.1
Van De Heisteeg, B.J.J.2
Flöel, M.3
Herrmann, W.A.4
Akkermann, O.S.5
Bickelhaupt, F.6
-
15
-
-
0010833788
-
-
(d) deBoer, H. J. R.; van de Heisteeg, B. J. J.; Schat, G.; Akkermann, O. S.; Bickelhaupt, F. J. Organomet. Chem. 1988, 346, 197-200.
-
(1988)
J. Organomet. Chem.
, vol.346
, pp. 197-200
-
-
DeBoer, H.J.R.1
Van De Heisteeg, B.J.J.2
Schat, G.3
Akkermann, O.S.4
Bickelhaupt, F.5
-
16
-
-
0000810904
-
-
(e) deBoer, H. J. R.; Schat, G.; Akkermann, O. S.; Bickelhaupt, F. Organometallics 1989, 8, 1288-1291.
-
(1989)
Organometallics
, vol.8
, pp. 1288-1291
-
-
DeBoer, H.J.R.1
Schat, G.2
Akkermann, O.S.3
Bickelhaupt, F.4
-
17
-
-
37049101898
-
-
(a) Engelhardt, L. M.; Leung, W.-P.; Raston, C. L.; Twiss, P.; White, A. H.; J. Chem. Soc., Dalton Trans. 1984, 321.
-
(1984)
J. Chem. Soc., Dalton Trans.
, pp. 321
-
-
Engelhardt, L.M.1
Leung, W.-P.2
Raston, C.L.3
Twiss, P.4
White, A.H.5
-
18
-
-
51149207292
-
-
(b) Engelhardt, L. M.; Leung, W.-P.; Raston, C. L.; Twiss, P.; White, A. H. J. Chem. Soc., Dalton Trans. 1984, 331.
-
(1984)
J. Chem. Soc., Dalton Trans.
, pp. 331
-
-
Engelhardt, L.M.1
Leung, W.-P.2
Raston, C.L.3
Twiss, P.4
White, A.H.5
-
19
-
-
51149202226
-
-
(c) Bailey, S. I.; Engelhardt, L. M.; Leung, W.-P.; Raston, C. L.; Ritchie, I. M.; White, A. H. J. Chem. Soc., Dalton Trans. 1985, 1747.
-
(1985)
J. Chem. Soc., Dalton Trans.
, pp. 1747
-
-
Bailey, S.I.1
Engelhardt, L.M.2
Leung, W.-P.3
Raston, C.L.4
Ritchie, I.M.5
White, A.H.6
-
20
-
-
37049090741
-
-
(d) Engelhardt, L. M.; Papasergio, R. I.; Raston, C. L.; Salem, G.; White, A. H. J. Chem. Soc., Dalton Trans. 1986, 789.
-
(1986)
J. Chem. Soc., Dalton Trans.
, pp. 789
-
-
Engelhardt, L.M.1
Papasergio, R.I.2
Raston, C.L.3
Salem, G.4
White, A.H.5
-
21
-
-
51149216609
-
-
(e) Engelhardt, L. M.; Leung, W.-P.; Papasergio, R. I.; Raston, C. L.; Twiss, P.; White, A. H. J. Chem. Soc., Dalton Trans. 1987, 2347.
-
(1987)
J. Chem. Soc., Dalton Trans.
, pp. 2347
-
-
Engelhardt, L.M.1
Leung, W.-P.2
Papasergio, R.I.3
Raston, C.L.4
Twiss, P.5
White, A.H.6
-
22
-
-
51149217449
-
-
(f) Engelhardt, L. M.; Leung, W.-P.; Raston, C. L.; Salem, G.; Twiss, P.; White, A. H. J. Chem. Soc., Dalton Trans. 1988, 2403.
-
(1988)
J. Chem. Soc., Dalton Trans.
, pp. 2403
-
-
Engelhardt, L.M.1
Leung, W.-P.2
Raston, C.L.3
Salem, G.4
Twiss, P.5
White, A.H.6
-
23
-
-
84970557813
-
-
(g) Raston, C. L.; Skelton, B. W.; Twiss, P.; White, A. H. Aust. J. Chem. 1988, 41, 1773.
-
(1988)
Aust. J. Chem.
, vol.41
, pp. 1773
-
-
Raston, C.L.1
Skelton, B.W.2
Twiss, P.3
White, A.H.4
-
24
-
-
0011047934
-
-
(h) Chappel, S. D.; Engelhardt, L. M.; White, A. H.; Raston, C. L. J. Organomet. Chem. 1993, 462, 295.
-
(1993)
J. Organomet. Chem.
, vol.462
, pp. 295
-
-
Chappel, S.D.1
Engelhardt, L.M.2
White, A.H.3
Raston, C.L.4
-
25
-
-
3743134862
-
-
note
-
This solid, insoluble in organic solvents, turned light green (almost white) when exposed to air.
-
-
-
-
29
-
-
0006749844
-
-
(b) Yamamoto, T.; Kohara, T.; Yamamoto, A. Bull. Chem. Soc. Jpn. 1981, 54, 2161.
-
(1981)
Bull. Chem. Soc. Jpn.
, vol.54
, pp. 2161
-
-
Yamamoto, T.1
Kohara, T.2
Yamamoto, A.3
-
32
-
-
0001139296
-
-
(c) Eisch, J. J.; Piotrowski, A. M.; Han, K. I.; Krüger, C.; Tsay, Y. H. Organometallics 1985, 4, 224.
-
(1985)
Organometallics
, vol.4
, pp. 224
-
-
Eisch, J.J.1
Piotrowski, A.M.2
Han, K.I.3
Krüger, C.4
Tsay, Y.H.5
-
33
-
-
0003487210
-
-
University Science Books: Mill Valley, CA
-
(a) Collmann, J. P.; Hegedus, L. S.; Norton; J. R.; Finke, R. G. Principles and Applications of Organotransition Metal Chemistry; University Science Books: Mill Valley, CA, 1987.
-
(1987)
Principles and Applications of Organotransition Metal Chemistry
-
-
Collmann, J.P.1
Hegedus, L.S.2
Norton, J.R.3
Finke, R.G.4
-
37
-
-
0001008673
-
-
(a) Carmona, E.; Gutiérrez-Puebla, E.; Marín, J. M.; Monge, A.; Panaque, M.; Poveda, M. L.; Ruiz, C. J. Am. Chem. Soc. 1989, 111, 2883.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 2883
-
-
Carmona, E.1
Gutiérrez-Puebla, E.2
Marín, J.M.3
Monge, A.4
Panaque, M.5
Poveda, M.L.6
Ruiz, C.7
-
38
-
-
0001155423
-
-
(b) Cámpora, J.; Llebaría, A.; Moretó, J. M.; Poveda, M. L.; Carmona, E. Organometallics 1993, 12, 4032.
-
(1993)
Organometallics
, vol.12
, pp. 4032
-
-
Cámpora, J.1
Llebaría, A.2
Moretó, J.M.3
Poveda, M.L.4
Carmona, E.5
-
39
-
-
0000674974
-
-
Rosenthal, U.; Nauck, C.; Arndt, P.; Pulst, S.; Baumann, W.; Burlakov, V. V.; Görls, H. J. Organomet. Chem. 1994, 484, 81.
-
(1994)
J. Organomet. Chem.
, vol.484
, pp. 81
-
-
Rosenthal, U.1
Nauck, C.2
Arndt, P.3
Pulst, S.4
Baumann, W.5
Burlakov, V.V.6
Görls, H.7
-
40
-
-
3743056734
-
-
note
-
The alkynes were recovered nearly quantitatively.
-
-
-
-
43
-
-
3743104578
-
-
note
-
2 survives the workup, whereas 12 does not.
-
-
-
-
44
-
-
3743072362
-
-
note
-
As 1 is completely insoluble in the reaction mixture, toluene cannot result from protonation of 1.
-
-
-
-
45
-
-
3743105753
-
-
note
-
The other product of the reductive elimination is "black nickel".
-
-
-
-
46
-
-
0000023109
-
-
Yamamoto, T.; Wakabayashi, S.; Osakada, K. J. Organomet. Chem. 1992, 428, 223.
-
(1992)
J. Organomet. Chem.
, vol.428
, pp. 223
-
-
Yamamoto, T.1
Wakabayashi, S.2
Osakada, K.3
-
47
-
-
85085783103
-
-
note
-
6.
-
-
-
-
48
-
-
3743149198
-
-
note
-
In the next step, 23 reacts with a second molecule of 1 to yield 7, which is mainly formed from 21. Thus, there is no indication if 23 is formed in meaningful amounts.
-
-
-
-
49
-
-
3743121396
-
-
note
-
It was mentioned earlier that 18 is not found and, thus, 8 must have a very short lifetime under the reaction conditions. An alternative pathway here would be the reductive elimination of (BIPY)Ni from 22 before the reaction with the second molecule of 1. This is less probable, as the Ar-Ni-benzyl bond is stable enough to allow the existence of 12, from which 11, 14, and 16 are isolated.
-
-
-
-
50
-
-
3743091263
-
-
note
-
There is no evidence for the double reductive elimination of 7 (to yield 5); however, it cannot be ruled out on the basis of the results.
-
-
-
-
51
-
-
84982336749
-
-
(a) Bestmann, H. J.; Härtl, R.; Häberlein, H. Justus Liebigs Ann. Chem. 1968, 718, 33.
-
(1968)
Justus Liebigs Ann. Chem.
, vol.718
, pp. 33
-
-
Bestmann, H.J.1
Härtl, R.2
Häberlein, H.3
-
54
-
-
0000157310
-
-
(d) Devasagayarraj, A.; Rao, A. S.; Perisamy, M. J. Organomet. Chem. 1991, 403, 387.
-
(1991)
J. Organomet. Chem.
, vol.403
, pp. 387
-
-
Devasagayarraj, A.1
Rao, A.S.2
Perisamy, M.3
-
56
-
-
3743081329
-
-
(a) Li, C.-X.; Lei, L.-X.; Xin, X,-Q. Chin. Sci. Bull. 1994, 39, 349.
-
(1994)
Chin. Sci. Bull.
, vol.39
, pp. 349
-
-
Li, C.-X.1
Lei, L.-X.2
Xin, X.-Q.3
-
58
-
-
0042248902
-
-
(c) Brezeanu, M.; Andruh, M.; Patron, L.; Popa, V. T. Rev. Roum. Chim. 1985, 30, 229.
-
(1985)
Rev. Roum. Chim.
, vol.30
, pp. 229
-
-
Brezeanu, M.1
Andruh, M.2
Patron, L.3
Popa, V.T.4
-
59
-
-
84925630719
-
-
(d) Kurskov, S. N.; Ivleva, I. N.; Lavrent'ev, I. P.; Khidekel, M. L. Izu. Akad. Nauk SSSR, Ser. Khim. 1977, 8, 1708.
-
(1977)
Izu. Akad. Nauk SSSR, Ser. Khim.
, vol.8
, pp. 1708
-
-
Kurskov, S.N.1
Ivleva, I.N.2
Lavrent'ev, I.P.3
Khidekel, M.L.4
-
63
-
-
3743138106
-
-
(b) Elhadi, F. E.; Ollis, W. D.; Stoddart, J. F. J. Chem. Soc., Perkin Trans. 1 1978, 1514.
-
(1978)
J. Chem. Soc., Perkin Trans. 1
, pp. 1514
-
-
Elhadi, F.E.1
Ollis, W.D.2
Stoddart, J.F.3
-
64
-
-
84985535028
-
-
(c) Heinz, W.; Langnese, P.; Müllen, K. Angew. Chem., Int. Ed. Engl. 1987, 26, 1291.
-
(1987)
Angew. Chem., Int. Ed. Engl.
, vol.26
, pp. 1291
-
-
Heinz, W.1
Langnese, P.2
Müllen, K.3
-
65
-
-
0000778053
-
-
(d) Bates, R. B.; Canon, F. A.; Kane, V. V.; Misha, P. K.; Suvanannachut, K.; White, J. J. J. Org. Chem. 1989, 54, 311.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 311
-
-
Bates, R.B.1
Canon, F.A.2
Kane, V.V.3
Misha, P.K.4
Suvanannachut, K.5
White, J.J.6
-
66
-
-
3743154867
-
-
note
-
Traces of the ten-membered-ring system were also found.
-
-
-
|