Heterometallacycles: Metallacycles including metal-heteroatom bonds in their ring system

Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

Volumn 56, Issue 3, 1998, Pages 171-181

  Mashima, Kazushi ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

Azametallacycle; C C bond formation; Heterometallacycle; Metallacycle; Oxametallacycle; Transition metal

Indexed keywords

EID: 18844411444     PISSN: 00379980     EISSN: None     Source Type: Journal    
DOI: 10.5059/yukigoseikyokaishi.56.171     Document Type: Article

References (129)

1. Z. Hou, H. Yamazaki, Y. Fujiwara, H. Taniguchi, Organometallics, 11, 2711 (1992)
2. J.E. Hill, P.E. Fanwick, I.P. Rothwell, Organometallics, 11, 1771 (1992)
3. G. Erker, U. Dorf, P. Czich, J.L. Petersen, Organometallics, 5, 668 (1986)
4. G. Erker, Angew. Chem., Int. Ed. Engl., 28, 397 (1989)
5. N. Peulecke, A. Ohff, A. Tillack, W. Baumann, R. Kempe, V.V. Burlakov, U. Rosenthal, Organometallics, 15, 1340 (1996)
6. S. Gambarotta, C. Floriani, A. Chiesi-Villa, C. Guastini, Organometallics, 5, 2425 (1986)
7. B. Castellano, A. Zanotti-Gerosa, E. Solari, C. Floriani, A. Chiesi-Villa, C. Rizzoli, Organometallics, 15, 4894 (1996)
8. A. Van Asselt, B.J. Burger, V.C. Gibson, J. E. Bercaw, J. Am. Chem. Soc., 108, 5347 (1986)
9. R.L. Miller, R. Toreki, R.E. LaPinte, P.T. Wolczanski, G.D. Van Duyne, D.C. Roe, J. Am. Chem. Soc., 115, 5573 (1993)
10. G.E. Herberich, J. Okuda, Angew. Chem., Int. Ed. Engl., 24, 402 (1985)
11. S. Gambarotta, C. Floriani, A. Chiesi-Villa, C. Guastini, J. Am. Chem. Soc., 107, 2985 (1985)
12. M.L.H. Green, G. Parkin, K.J. Moynihan, K. Prout, J. Chem. Soc., Chem. Commun., 1984, 1540
13. M.L.H. Green, G. Parkin, J. Chem. Soc., Chem. Commun., 1986, 90
14. J.C. Bryan, J.M. Mayer, J. Am. Chem. Soc., 112, 2298 (1990)
15. D. Rabinovich, G. Parkin, J. Am. Chem. Soc., 113, 5904 (1991)
16. S.L. Buchwald, R.B. Nielsen, J.C. Dewan, J. Am. Chem. Soc., 109, 1590 (1987)
17. S.L. Buchwald, R.B. Nielsen, J. Am. Chem. Soc., 110, 3171 (1988)
18. D.H. Berry, J.C. Chey, H.S. Zipin, P.J. Carroll, J. Am. Chem. Soc., 112, 452 (1990)
19. P. Hong, N.H. Damrauer, P.J. Carroll, D.H. Berry, Polyhedron, 12, 3698 (1993)
20. T.S. Koloski, P.J. Carroll, D.H. Berry, J. Am. Chem. Soc., 112, 6405 (1990)
21. S.L. Buchwald, B.T. Watson, M.W. Wannamaker, J.C. Dewan, J. Am. Chem. Soc., 111, 4486 (1989)
22. R.B. Grossman, W.M. Davis, S.L. Buchwald, J. Am. Chem. Soc., 113, 2321 (1991)
23. D.A. Gately, J.R. Norton, J. Am. Chem. Soc., 118, 3479 (1996)
24. J.R. Clark, P.E. Fanwick, I.P. Rothwell, J. Chem. Soc., Chem. Commun., 1993, 1233
25. Y. Gao, K. Harada, F. Sato, Chem. Commun., 1996, 533
26. M. Jensen, T. Livinghouse, J. Am. Chem. Soc., 111, 4495 (1989);
27. J. Brarluenga, R. Sanz, F.J. Fananás, J. Org. Chem., 62, 5953 (1997)
28. W.E. Crowe, M.J. Rachita, J. Am. Chem. Soc., 117, 6787 (1995)
29. L.J. Procopio, P.J. Carroll, D.H. Berry, J. Am. Chem. Soc., 113, 1870 (1991)
30. L.J. Procopio, P.J. Carroll, D.H. Berry, Organometallics, 12, 3087, 3093 (1993)
31. P.J. Walsh, F.J. Hollander, R.G. Bergman, J. Am. Chem. Soc., 112, 894 (1990)
32. Z. Hou, T.L. Breen, D.W. Stephan, Organometallics, 12, 3158 (1993)
33. N. Etkin, M.T. Benson, S. Courtenay, M.J. McGlinchey, A.D. Bain, D.W. Stephan, Organometallics, 16, 3504 (1997)
34. J.-E. Bäckvall, F. Bökman, M.R.A. Blomberg, J. Am. Chem. Soc., 114, 534 (1992)
35. S.C. Ho, S. Hentges, R.H. Grubbs, Organometallics, 7, 780 (1988)
36. G.C. Bazan, R.R. Schrock, M.B. O'Regan, Organometallics, 10, 1062 (1991)
37. L.L. Whinnery Jr., L.M. Henling, J.E. Bercaw, J. Am. Chem. Soc., 113, 7575 (1991)
38. W.A. Herrmann, M. Wang, Angew. Chem., Int. Ed. Engl., 30, 1641 (1991)
39. R. Beckhaus, I. Strauss, T. Wagner, P. Kiprof. Angew. Chem., Int. Ed. Engl., 32, 264 (1993)
40. R. Beckhaus, T. Wagner, C. Zimmermann, E. Herdtweck, J. Organomet. Chem., 460, 181 (1993)
41. G. Proulx, R.G. Bergman, J. Am. Chem. Soc., 115, 9802 (1993)
42. D.J. Schwartz, M.R. Smith III, R.A. Andersen, Organometallics, 15, 1446 (1996)
43. R. Beckhaus, J. Chem. Soc., Dalton Trans., 1991 and references cited therein (1997)
44. J.F. Hartwig, R.G. Bergman, R.A. Andersen, J. Organomet. Chem., 394, 417 (1990)
45. J.F. Hartwig, R.G. Bergman, R.A. Andersen, J. Am. Chem. Soc., 113, 6499 (1991)
46. J.H. Hartwig, R.G. Bergman, R.A. Andersen, J. Am. Chem. Soc., 113, 3404 (1991)
47. D. Rabinovich, R. Zelman, G. Parkin, J. Am. Chem. Soc., 114, 4611 (1992)
48. M.J. Carney, P.J. Walsh, F.J. Hollander, R. G. Bergman, Organometallics, 11, 761 (1992)
49. K.-T. Aye, L.N.C. Payne, J.J. Vittal, R.J. Puddephatt, J. Am. Chem. Soc., 112, 2464 (1990)
50. J.C. Bryan, S.J. Geib, A.L. Rheingold, J.M. Mayer, J. Am. Chem. Soc., 109, 2826 (1987)
51. J.F. Hartwig, R.G. Bergman, R.A. Andersen, J. Am. Chem. Soc., 112, 3234 (1990)
52. M.J. Calhorda, A.M. Calvao, C. Unaleroglu, Organometallics, 12, 3316 (1993)
53. D.P. Klein, J.C. Hayes, R.G. Bergman, J. Am. Chem. Soc., 110, 3704 (1988)
54. D.P. Klein, R.G. Bergman, J. Am. Chem. Soc., 111, 3079 (1989)
55. P.L. McGrane, M. Jensen, T. Livinghouse, J. Am. Chem. Soc., 114, 5459 (1992)
56. D. Fairfax, M. Stein, T. Livinghouse, M. Jensen, Organometallics, 16, 1523 (1997)
57. P.J. Walsh, A.M. Baranger, R.G. Bergman, J. Am. Chem. Soc., 114, 1708 (1992)
58. P.J. Walsh, F.J. Hollander, R.G. Bergman, Organometallics, 12, 3705 (1993)
59. A. Haskel, T. Straub, M.S. Eisen, Organometallics, 15, 3773 (1996)
60. Y. Li, T.J. Marks, Organometallics, 15, 3770 (1996)
61. K.E. Meyer, P.J. Walsh, R.G. Bergman, J. Am. Chem. Soc., 116, 2669 (1994)
62. S.Y. Lee, R.G. Bergman, J. Am. Chem. Soc., 118, 6396 (1996)
63. J. de With, A.D. Horton, A.G. Orpen, Organometallics, 12, 1493 (1993)
64. A.L. Casalnuovo, J.C. Calabrese, D. Milstein, J. Am. Chem. Soc., 110, 6738 (1988)
65. D.S. Glueck, J. Wu, F.J. Hollander, R.G. Bergman, J. Am. Chem. Soc., 113, 2041 (1991)
66. R.I. Michelman, R.A. Andersen, R.G. Bergman, J. Am. Chem. Soc., 113, 5101 (1991)
67. K.M. Doxsee, J.B. Farahi, H. Hope, J. Am. Chem. Soc., 113, 8889 (1991)
68. J. Krause, K.-J. Haack, K.-R. Pörschke, B. Gabor, R. Goddard, C. Pluta, K. Seevogel, J. Am. Chem. Soc., 118, 804 (1996)
69. J.B. Bonanno, T.P. Henry, D.R. Neithamer, P.T. Wolczanski, E. B. Lobkovsky, J. Am. Chem. Soc., 118, 5132 (1996)
70. K. Mashima, M. Yamakawa, H. Takaya, J. Chem. Soc., Dalton Trans., 1991, 2851
71. T. Igarashi, T. Ito, Chem. Lett., 1985, 1699
72. T. Ito, K. Haji, F. Suzuki, T. Igarashi, Organometallics, 12, 2325 (1993)
73. S.A. Cohen, P.A. Auburn, J.E. Bercaw, J. Am. Chem. Soc., 105, 1136 (1983)
74. K. Mashima, H. Haraguchi, A. Ohyoshi, N. Sakai, H. Takaya, Organometallics, 10, 2731 (1991)
75. W.E. Crowe, A.T. Vu, J. Am. Chem. Soc., 118, 1557 (1996)
76. K. Mashima, K. Jyodoi, A. Ohyoshi, H. Takaya, Organometallics, 6, 885 (1987)
77. K. Mashima, K. Jyodoi, A. Ohyoshi, H. Takaya, Bull. Chem. Soc. Jpn., 64, 2065 (1991)
78. N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc., 117, 6785 (1995)
79. N.M. Kablaoui, F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc., 118, 5818 (1996)
80. N.M. Kablaoui, F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc., 119, 4424 (1997)
81. J.F. Hartwig, R.G. Bergman, R.A. Andersen, J. Am. Chem. Soc., 113, 3404 (1991)
82. S.L. Buchwald, R.B. Nielsen, Chem. Rev., 88, 1047 (1988)
83. M.A. Bennett, H.P. Schwemlein, Angew. Chem., Int. Ed. Engl., 28, 1296 (1989)
84. J.K.F. Buijink, K.R. Kloetstra, A. Meetsma, J.H. Teuben, Organometallics, 15, 2523 (1996)
85. K. Mashima, Y. Tanaka, A. Nakamura, Organometallics, 14, 5642 (1995)
86. M.A. Bennett, J.A. Jonson, A.C. Willis, Organometallics, 15, 68 (1996)
87. F. Ozawa, I. Yamagami, A. Yamamoto, J. Organomet. Chem., 473, 265 (1994)
88. K.P. Gable, T.N. Phan, J. Am. Chem. Soc., 115, 3036 (1993)
89. K.P. Gable, T.N. Phan, J. Am. Chem. Soc., 116, 833 (1994)
90. K.P. Gable, J.J.J. Juliette, J. Am. Chem. Soc., 117, 955 (1995)
91. K.P. Gable, J.J.J. Juliette, J. Am. Chem. Soc., 118, 2625 (1996)
92. E.J. Corey, M.C. Noe, J. Am. Chem. Soc., 118, 319 (1996)
93. E.J. Corey, S. Sarshar, M.D. Azimioara, R. C. Newbold, M.C. Noe, J. Am. Chem. Soc., 118, 7851 (1996)
94. K.A. Jorgensen, B. Schiott, Chem. Rev., 90, 1483 (1990)
95. T. Göbel, K.B. Sharpless, Angew. Chem., Int. Ed. Engl., 32, 1329 (1993)
96. P. Norrby, H. Becker, K.B. Sharpless, J. Am. Chem. Soc., 118, 35 (1996)
97. Z. Zhu, J.H. Espenson, Organometallics, 16, 3664 (1997)
98. H. Hoberg, D. Guhl. Angew. Chem., Int. Ed. Engl., 28, 1035 (1989)
99. T. Yamamoto, K. Sano, A. Yamamoto, J. Am. Chem. Soc., 109, 1092 (1987)
100. Y. Alvarado, P.J. Daff, P.J. Pérez, M.L. Poveda, R. Sánchez-Delgado, E. Carmona, Organometallics, 15, 2192 (1996)
101. S. Greulich, W. Kaim, A.F. Stange, H. Stoll, J. Fiedler, S. Zális, Inorg. Chem., 35, 3998 (1996)
102. K.-J. Haack, S. Hashiguchi, A. Fujii, T. Ikariya, R. Noyori, Angew. Chem., Int. Ed. Engl., 36, 285 (1997)
103. J.J. Garcia, B.E. Mann, H. Adams, N.A. Bailey, P.M. Maitlis, J. Am. Chem. Soc., 117, 2179 (1995)
104. J.J. Garcia, A. Arevalo, V. Montiel, F. Del Rio, B. Quiroz, H. Adams, P.M. Maitlis, Organometallics, 16, 3216 (1997)
105. C. Bianchini, A. Meli, J. Chem. Soc., Dalton Trans., 1996, 801
106. A.W. Myers, W.D. Jones, S.M. McClements, J. Am. Chem. Soc., 117, 11704 (1995)
107. A.W. Myers, W.D. Jones, Organometallics, 15, 2905 (1996)
108. L. Dong, S.B. Duckett, K.F. Ohman, W.D. Jones, J. Am. Chem. Soc., 114, 151 (1992)
109. H.E. Selnau, J.S. Merola, Organometallics, 12, 1583 (1993)
110. C. Blonski, A.W. Myers, M. Palmer, S. Harris, W.D. Jones, Organometallics, 16, 3819 (1997)
111. J.R. Bleeke, Acc. Chem. Res., 24, 271 (1991)
112. J.R. Bleeke, R. Behm, Y.-F. Xie, M.Y. Chiang, K.D. Robinson, A.M. Beatty, Organometallics, 16, 606 (1997)
113. J. Chen, L.M. Daniels, R.J. Angelici, J. Am. Chem. Soc., 112, 199 (1990)
114. C. Bianchini, A. Meli, M. Peruzzini, F. Vizza, P. Frediani, V. Herrera, R.A. Sanchez-Delgado, J. Am. Chem. Soc., 115, 7505 (1993)
115. C. Bianchini, A. Meli, M. Peruzzini, F. Vizza, S. Moneti, V. Herrera, R.A. Sanchez-Delgado, J. Am. Chem. Soc., 116, 4370 (1994)
116. R.M. Chin, W.D. Jones, Angew. Chem., Int. Ed. Engl., 31, 357 (1992)
117. D.E. Wigley In Division of Inorganic Chemistry, 211th National Meeting of the American Chemical Society;New Orleans, LA, USA (1996)
118. S.G. Feng, P.S. White, J.L. Templeton, Organometallics, 12, 1765 (1993)
119. J. Chen, V.G. Young, Jr., R.J. Angelici, Organometallics, 15, 1414 (1996)
120. R.D. Profilet, P.E. Fanwick, I.P. Rothwell, Angew. Chem., Int. Ed. Engl., 31, 1261 (1992)
121. J.R. Bleeke, J.M.B. Blanchard, J. Am. Chem. Soc., 119, 5443 (1997)
122. P.T. Matsunaga, C.R. Hess, G.L. Hillhouse, J. Am. Chem. Soc., 116, 3665 (1994)
123. P.T. Matsunaga, G.L. Hillhouse, A.L. Rheingold, J. Am. Chem. Soc., 115, 2075 (1993);
124. R. Han, G.L. Hillhouse, J. Am. Chem. Soc., ibid., 119, 8135 (1997)
125. R. Emrich, O. Heinemann, P.W. Jolly, C. Krüger, G.P.J. Verhovnik, Organometallics, 16, 1511 (1997)
126. J.E. Hill, G. Balaich, P.E. Fanwick, Organometallics, 12, 2911 (1993)
127. S.D. Gray, K.J. Weller, M.A. Bruck, P.M. Briggs, D.E. Wigley, J. Am. Chem. Soc., 117, 10678 (1995)