Alkynyl-siibstituted tricarbonyl(cyclobutadlene)iron complexes: coupling of complexes sfannylalkynes

Chemische Berichte

Volumn 129, Issue 7, 1996, Pages 785-797

  Bunz, Uwe H F ^a   Jutta, E C ^a  

^a MAX PLANCK INSTITUTE FOR POLYMER RESEARCH   (Germany)

Author keywords

Alkynylation; Cobalt complexes; Cyclobutadiene complexes; Iron complexes; Modular chemistry; Palladium catalyzed coupling reactions

Indexed keywords

EID: 33745395791     PISSN: 00092940     EISSN: None     Source Type: Journal    
DOI: 10.1002/cber.19961290709     Document Type: Article

References (77)

1. Modular Chemisiry~(Eù.: 3. Michl), NÄTO-ASI-Series, Kliiwer, Amsterdam 1996 and references cited therein.
2. G. Szeimies, Advances in Strain in Organic Chemistry (Ed.: B. Haiton), 1992,2, 1.
3. W. Bothe, A.-D. Schiüter, J.-M. Gosau. Macromol. Chem. Phys. 1991, 192, 2479.
4. R. Klopsch, A.-D. Schiüter, Tetrahedron 1995, 51, 10491.
5. P. Kaszynski, A. C. Friedli, J. Michl, J. Am. Chem. Soc. 1992, 114, 601 and references cited therein.
6. J. M. Harrison, J. Michl in Modular Chemistry (Ed.: J. Michl), NATO-ASI-Series, Kluwer, Amsterdam 1996.
7. [6a] M. Müller, K. Müllen in Modular Chemistry (Ed.: J. Michl), NATO-ASI-Series, Kluwer, Amsterdam 1996.
8. Müller, H. Mauermann, M. Wagner, V. Enkelmann, K. Müllen, Angew. Chem. 1995, 107, 1751:
9. Angew. Chem. Int. Ed. Eng!. 1995, 34, 1583.
10. - A Stabel, P. Herwig, K. Müllen, J. P. Rabe, Angew. Chem. 1995, 707, 1768;
11. Angew. Chem. int. Ed. Engt. 1995, 34, 1609.
12. [6b] A. Kiehl, A. Eberhard!, M. Adam, V. Enkelmann, K. Müllen, Angew. Chem. 1992, 104, 1623;
13. Angew. Chem. Int. Ed. Engl. 1992, 31, 1588.
14. - A. Kiehl, A. Eberhard t, K. Müllen, Liebigs Ann. 1995, 223.
15. W. Beck, B. Niemcr, M. Wieser, Angew. Chem. 1993, 705, 969;
16. Angew. Chem. Int. Ed. Engl. 1993, 32, 923.
17. - S. Hüffer, M. Wieser, K. Polborn, K. Sünkel, W. Beck, Chem. Ber. 1994, 127, 1369.
18. S. Höger, V. Enkelmann, Angew. Chem. 1995,108, 2917;
19. Angew. Chem. Int. Ed. Engl. 1995, 34, 2713.
20. J. S. Moore in Modern Acetylene Chemistry (Eds.: P. J. Stang, F. Diederich), VCH, Weinheim 1995, p. 425ff.
21. F. Diederich in Modular Chemistry (Ed.: J. Michl), NATO-ASI-Series, Kluwer, Amsterdam 1996.
22. F. Diederich, Pure Äppl. Chem. 1996, in press.
23. F. Diederich in Modern Acetylene Chemistry (Eds.: P. J. Stang, F. Diederich), VCH, Weinheim 1995, p. 443 ff.
24. F. Diederich, Nature 1994, 369. 199.
25. Y. Rubin, F. Diederich, Angew. Chem. 1992, 104, 1123;
26. Angew. Chem. Int. Ed. Engl. 1992.31, 1101.
27. [11a] R. Boese, A. 1 Matzger, D. L. Mohlcr, K. P. C. Vollhardt, Angew. Chem. 1995, 707, 1630;
28. Angew. Chem. Int. Ed. Engl. 1995, 34, 1478 and references cited.
29. [11b] J. R. Fritch, K. R C. Vollhardt, Organometallies 1982, 1, 560.
30. M. Altmann, V. Enkelmann, G. Lieser, U. H. F. Bunz, Adv. Mater. 1995, 7, 726.
31. General synthesis of Cp-cobalt stabilized cyclobutadienes by dimerization of alkynes: R. Gleiter, Angew. Chem. 1992, 29;
32. Angew. Chem. Int. Ed. Engl. 1992, 31, 27.
33. - R. Gleiter, D. Kratz, Ace. Chem. Res. 1993, 26, 311.
34. R. Gleiter, H. Langer, V. Schehlmann, B. Nuber, Organometallics 1995, 14, 975.
35. R. Gleiter, G. Stahr, B. Nuber, Tetrahedron Lett. 1995, 4607.
36. [14a] U H. F. Bunzj Pure Appl Chemistry 1996, 68, 309.
37. U. H. F. Bunz in Modular Chemistry (Ed.: J. Mi'chl), NATO-ASI-Series, Kluwer. Amsterdam 1996.
38. [14b] U. H. F. Bunz, Organometallics 1993, 12, 3594.
39. [14c] Independently, Hafner and Appel discovered that the lithiation of la could be effected by lithium tetramethvlpiperidide: R. Appel, dissertation, Darmstdat 1991.
40. [15a] J. K. stille; Angew.Chem. 1986, 98, 504;
41. Angew. Chem. Int. Ed. Engl. 1986, 25, 508.
42. [15b] C. Lo Sterzo, J. K. Stille, OrganometaHies 1990, 9, 687.
43. C. Lo Sterzo, M. M. Miller, J. K. Stille, Organometallics 1989, 8, 2331.
44. [15c] V. Farina, B. Krishnan, J. Arn. Chem. Soc. 1991, 113, 9585.
45. [15d] I. P. Beletskaya, J. Organomet. Chem. 1983, 250, 551.
46. [15e] For an unexpected reaction with Pd catalysts: A. S. K. Hashmi, Angew. Chem. 1995, 707, 1749;
47. Angew. Chem. Int. Ed. Engl. 1995, 34, 1581.
48. I. Cassar, J. Organomet. Chem. 1975, 93, 253.
49. H. A. Dieck, R. F. Heck, J. Organomet. Chem. 1975, 93, 259.
50. - K. Sonogashira, Y. Tofada, N. Hagihara, Tetrahedron Lett. 1975, 4467.
51. - M. Alarm, F. Ferri, G. Linstrumelle, Tetrahedron Lett. 1993, 6403.
52. T. X. Neenan, G. M. Whitesides, J. Org. Chem. 1988, 53, 2489.
53. - T. X. Neenan, M. R. Callstrom, L. M. Scarmoutzos, K. R. Stewart, G. M. Whitesides, V. R. Howes, Macromolecules 1988, 21, 3525.
54. - M. R. Callstrom, T. X. Neenan, G. M. Whitesides, Macromolecules 1988,21, 3528.
55. - D. R. Rutherford, J. K. Stille, Macromolecules 1988, 21, 2530.
56. K. Praefcke, B. Könne, D. Singer, Angew. Chem. 1990, 702, 200;
57. Angew. Chem. Int. Ed. Engl. 1990,29, 177.
58. R. Diercks, J. C. Armstrong, R. Boese, K. P. C. Vollhardt, Angew.Chem. 1986, 98, 270;
59. Angew. Chem. Int. Ed. Engl. 1986,25, 268.
60. - R. Boese, J. R. Green, J. Mittendorf, D. L. Mohler, K. P. C. Vollhardt, Angew. Chem. 1992, 104, 1643;
61. Angew. Chem. Int. Ed. Engl. 1992, 31, 1643.
62. J. E. C. Wiegelmann, U. H. F. Bunz, Organometallics 1993, 12, 3792.
63. U. H. F. Bunz, V. Enkelmann, Angew. Chem. 1993, 32, 1712;
64. Angew. Chem. Int. Ed. Engl. 1993, 32, 1653.
65. - J. E. C. Wiegelmann-Kreiter, U. H. F. Bunz, P. Schiel, Organometallics 1994, 13, 4649.
66. - J. E. C. Wiegelmann-Kreiter, U. H. F. Bunz, Organometallics 1995, 14, 4449.
67. L. Brandsma, H. Hommes, H.-D. Verkruijsse, R. C. P. de long, Red. Trav. Chim. Pavs-Bas 1985, 104, 226.
68. D. Soloki, I D. Bradhshaw, C. A. Tessier, W. J. Youngs, Organometallics 1994, 13, 451.
69. U. H. F. Bunz, V. Enkelmann, F. Béer, Organumetallies 1995, 14, 2490.
70. A. S. Hay, J. Org. Chem. 1960, 27, 3320.
71. - C. Glaser, Chem. Ber. 1869, 2, 422.
72. M. Nakagawa in The Chemistry of the Carbon-Carbon Triple Bond, Part 2 (Ed.: S. Patai), Wiley," New York, 1978, p. 635ff.
73. W. D. Hunstmann in The Chemistry of the Carbon-Carbon Triple Bond, Part 2 (Ed.: S. Patai), Wiiey, New York, 1978, p. 553ff. and references cited therein.
74. K. Jones, M. F. Läppert, J. Chem. Soc. 1965, 1945.
75. G. Amiet, K. Nicholas, R. Pettit, J. Chem. Soc., Chem. Commun. 1970, 161.
76. J. E. C. Wiegelmann-Kreiter, V. Enkelmann, U. H. F. Bunz, Chem. Ber. 1995, 128, 1055.
77. U. H. F. Bunz, V. Enkelmann, Organometallics 1994, 13, 3823. [96054]