The migration and cleavage of substituents from donor atoms in coordination compounds of the transition metals

Coordination Chemistry Reviews

Volumn 250, Issue 3-4, 2006, Pages 449-467

  Parkins, Adrian W ^a  

^a KING'S COLLEGE LONDON   (United Kingdom)

Author keywords

Cleavage reactions; Coordination compounds; Substituent migration

Indexed keywords

EID: 31644446732     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ccr.2005.08.001     Document Type: Review

References (171)

1. C.S. Kraihanzel J. Organomet. Chem. 73 1974 137
2. R.S. Nyholm J. Chem. Soc. 1950 2061
3. B. Bosnich, R.S. Nyholm, P.J. Pauling, and M.L. Tobe J. Am. Chem. Soc. 90 1968 4741
4. W.R. Cullen, B.V. Harbourne, B.V. Liengme, and J.R. Sams Inorg. Chem. 9 1970 702
5. F.W.B. Einstein, A.M. Pilotti, and R. Restivo Inorg. Chem. 10 1971 1947
6. C. Elschenbroich, and A. Salzer Organometallics 1989 VCH Weinheim p. 10
7. H.-F. Grützmacher, D. Kirchhoff, and H. Grützmacher Organometallics 20 2001 3738
8. P.E. Garrou Chem. Rev. 85 1985 171
9. M. Michman Israel J. Chem. 27 1986 241
10. P.W.N.M. van Leeuwen Appl. Catal. (A) 212 2001 61
11. J.L. Vidal, and J.M. Troup J. Organomet. Chem. 213 1981 351
12. C.J. den Reijer, M. Wörle, and P.S. Pregosin Organometallics 20 2000 309
13. N.J. Taylor, P.C. Chieh, and A.J. Carty J.C.S. Chem. Commun. 1975 448
14. J.V. Ortiz, Z. Havlas, and R. Hoffmann Helv. Chim. Acta 67 1984 1
15. M.H. Chisholm Polyhedron 16 1997 3071
16. M. Brorson, J.D. King, K. Kiriakidou, F. Presttopino, and E. Nordlander P. Braunstein L.A. Oro P.R. Raithby Metal Clusters in Chemistry 1999 Wiley-VCH Weinheim 741
17. M.D. Curtis J. Cluster Sci. 7 1996 247
18. S.I. Murahashi, and T. Yano J. Chem. Soc. Chem. Commun. 1979 270
19. C. Choo Yin, and A.J. Deeming J. Organomet. Chem. 133 1977 123
20. C. Choo Yin, and A.J. Deeming J. Organomet. Chem. 144 1978 351
21. R.M. Laine, D.W. Thomas, and L.W. Cary J. Am. Chem. Soc. 104 1982 1763
22. S. Aime, R. Gobetto, F. Padovan, M. Botta, E. Rosenberg, and R.W. Gellert Organometallics 6 1987 2074
23. R.D. Adams, J.E. Babin, H.S. Kim, J.T. Tanner, and T.A. Wolfe J. Am. Chem. Soc. 112 1990 3426
24. K. Osakada, T. Koizumi, and T. Yamomoto Angew. Chem. Int. Ed. Engl. 37 1998 349
25. P. Braunstein, and N.M. Boag Angew. Chem. Int. Ed. Engl. 40 2001 2427
26. G.L. Geoffroy, S. Rosenberg, P.M. Shulman, and R.R. Whittle J. Am. Chem. Soc. 106 1984 1519
27. P.M. Shulman, E.D. Burkhardt, E.G. Lundquist, R.S. Pilato, G.L. Geoffroy, and A.L. Rheingold Organometallics 6 1987 101
28. N. Chaouche, J. Fornies, C. Fortuno, A. Kribii, A. Martin, P. Karipidis, A.C. Tsipis, and C.A. Tsipis Organometallics 23 2004 1797
29. T. Mizuta, M. Onishi, T. Nakazono, H. Nakazawa, and K. Miyoshi Organometallics 21 2002 717
30. C. Archambault, R. Bender, P. Braunstein, A. Decian, and J. Fischer Chem. Commun. 1996 2729
31. F.W.S. Benfield, and M.L.H. Green J. Chem. Soc. Dalton Trans. 1974 1324
32. F.D. Mango Coord. Chem. Rev. 15 1975 109
33. D.J. Tantillo, and R. Hoffmann J. Am. Chem. Soc. 123 2001 9855
34. M. Murakami, and Y. Ito S. Murai Activation of Unreactive Bonds and Organic Synthesis 1999 Springer Berlin
35. G. Lavigne D.F. Shriver H.D. Kaesz R.D. Adams The Chemistry of Metal Cluster Complexes 1990 VCH New York 201
36. K.E. Torraca, and L. McElwee-White Coord. Chem. Rev. 206-207 2000 469
37. Z. Weng, and L.Y. Goh Acc. Chem. Res. 37 2004 187
38. W. Hewertson, and H.R. Watson J. Chem. Soc. 1962 1490
39. W. Gee, R.A. Shaw, and B.C. Smith Inorg. Syn. 9 1967 19
40. J. Dogan, J.B. Schulte, G.F. Swiegers, and S.B. Wild J. Org. Chem. 65 2000 951
41. D. Coucouvanis, R.K. Lester, M.G. Kanatzidis, and D.P. Kessissoglou J. Am. Chem. Soc. 107 1985 8279
42. N. Hovnanian, and L.G. Hubert-Pfalzgraf J. Organomet. Chem. 299 1986 C29
43. F.A. Cotton, M.P. Diebold, and W.J. Roth Inorg. Chem. 25 1986 1728
44. J.H. Shin, and G. Parkin Chem. Commun. 1998 1273
45. T. Nakajima, I. Shimazu, K. Kobayashi, and Y. Wakatsuki Inorg. Chem. 36 1997 6440
46. J.E. Davies, M.J. Mays, P.R. Raithby, K. Sarveswara, and G.A. Solan J. Chem. Soc. Dalton Trans. 2001 1269
47. P. Planinic, and D. Matkovic-Calogovic Struct. Chem. 12 2001 439
48. G.R. Doel, N.D. Feasey, S.A.R. Knox, A.G. Orpen, and J. Webster J. Chem. Soc. Chem. Commun. 1986 542
49. G. Garcia, M.E. Garcia, S. Melon, V. Rieva, M.A. Ruiz, and F. Villafane Organometallics 16 1997 624
50. R.H. Morris, J.F. Sawyer, C.T. Schweitzer, and A. Sella Organometallics 1989 2099
51. K.W. Chiu, R.A. Jones, G. Wilkinson, A.M.R. Galas, and M.B. Hursthouse J. Chem. Soc. Dalton Trans. 1981 1892
52. F.A. Cotton, J.A.M. Canich, R.L. Luck, and K. Vidyasagar Organometallics 10 1991 352
53. A.J. Deeming, M.K. Shinhmar, A.J. Arce, and Y. De Sanctis J. Chem. Soc. Dalton Trans. 1999 1153
54. J.R. Blickensdorfer, and H.D. Kaesz J. Am. Chem. Soc. 97 1975 2681
55. J.R. Blickensdorfer, C.B. Knobler, and H.D. Kaesz J. Am. Chem. Soc. 97 1975 2686
56. H. Spies, and H.-J. Pietzsch Inorg. Chim. Acta 161 1989 151
57. M. Glaser, H. Spies, R. Berger, F.E. Hahn, T. Lügger, and J. Johannsen Inorg. Chim. Acta 257 1997 143
58. K. Chryssou, M. Pelecanou, I.C. Pirmettis, M.S. Papadopoulos, C. Raptopoulou, A. Terzis, E. Chiotellis, and C.I. Stassinopoulos Inorg. Chem. 41 2002 4653
59. H.J. Haupt, P. Balsaa, and U. Flörke Angew. Chem. Int. Ed. Engl. 27 1988 263
60. H.J. Haupt, P. Balsaa, and U. Flörke Inorg. Chem. 27 1988 280
61. M.A. Reynolds, I.A. Guzei, and R.J. Angelici J. Am. Chem. Soc. 124 2002 1689
62. B. Chaudret, B. Delavaux, and R. Poilblanc Coord. Chem. Rev. 86 1988 191
63. N.M. Doherty, G. Hogarth, S.A.R. Knox, K.A. Macpherson, F. Melchoir, and A.G. Orpen J. Chem. Soc. Chem. Commun. 1986 540
64. N.M. Doherty, G. Hogarth, S.A.R. Knox, K.A. Macpherson, F. Melchoir, D.A.V. Morton, and A.G. Orpen Inorg. Chim. Acta 198-200 1992 257
65. G. Hogarth, and M.H. Lavender J. Chem. Soc. Dalton Trans. 1992 2759
66. G. Hogarth, and M.H. Lavender J. Chem. Soc. Dalton Trans. 1993 143
67. G. Hogarth, S.A.R. Knox, and M.L. Turner Chem. Commun. 1990 145
68. G. Hogarth J. Organomet. Chem. 407 1991 91
69. N.J. Grist, G. Hogarth, S.A.R. Knox, B.R. Lloyd, D.A.V. Morton, and A.G. Orpen Chem. Commun. 1988 673
70. G. Hogarth, S.A.R. Knox, B.R. Lloyd, K.A. Macpherson, D.A.V. Morton, and A.G. Orpen Inorg. Chim. Acta 251 1996 167
71. G. Hogarth, S.A.R. Knox, B.R. Lloyd, K.A. Macpherson, D.A.V. Morton, and A.G. Orpen Chem. Commun. 1988 360
72. A.A. Cherkas, S. Doherty, M. Cleroux, G. Hogarth, L.H. Randall, S.M. Breckenbridge, N.J. Taylor, and A.J. Carty Organometallics 11 1993 1701
73. K.B. Shiu, S.W. Jean, H.J. Wang, S.L. Wang, F.L. Liao, J.C. Wang, and L.S. Liou Organometallics 16 1997 114
74. B. Delavaux, B. Chaudret, and R. Poilblanc Organometallics 4 1985 935
75. C.M. Alvarez, B. Galan, M.E. Garcia, V. Riera, M.A. Ruiz, and J. Vaissermann Organometallics 22 2003 5504
76. T.E. Bitterwolf Coord. Chem. Rev. 206-207 2000 419
77. H. Nakazawa, Y. Yamaguchi, T. Mizuta, S. Ichimura, and K. Miyoshi Organometallics 14 1995 4635
78. P. Vierling, J.G. Riess, and A. Grand J. Am. Chem. Soc. 103 1981 2466
79. B.F. Hallam, and P.L. Pauson J. Chem. Soc. 1958 646
80. R.B. King, and A. Efraty J. Am. Chem. Soc. 94 1972 3773
81. P. Eilbracht, and P. Dahler Chem. Ber. 113 1980 542
82. P. Eilbracht, and U. Mayser Chem. Ber. 113 1980 2211
83. B.N. Chaudret, D.J. Cole-Hamilton, R.S. Nohr, and G. Wilkinson J. Chem. Soc. Dalton Trans. 1977 1546
84. J. Reed, A.J. Schultz, C.G. Pierpoint, and R. Eisenberg Inorg. Chem. 12 1973 2949
85. J.F. Hartwig, R.G. Bergman, and R.A. Anderson J. Organomet. Chem. 394 1990 417
86. P. Crochet, B. Demerson, and C. Rocaboy Organometallics 15 1996 3048
87. A. Caballero, F.A. Jalón, B.R. Manzano, G. Espino, M. Pérez-Manrique, A. Mucientes, F.J. Poblete, and M. Maestro Organometallics 23 2004 5694
88. C.J. den Reijer, H. Rüegger, and P.S. Pregosin Organometallics 17 1998 5213
89. T.J. Geldbach, and P.S. Pregosin Eur. J. Inorg. Chem. 2002 1907
90. A.J. Deeming, and R. Vaish J. Organomet. Chem. 460 1993 C8
91. U. Bodensieck, H. Stoeckli-Evans, G. Rheinwald, and G. Süss-Fink J. Organomet. Chem. 433 1992 167
92. M.I. Alcalde, A.J. Carty, Y. Chi, E. Delgado, B. Donnadieu, E. Hernández, K. Dallmann, and J. Sánchez-Nieves J. Chem. Soc. Dalton Trans. 2001 2502
93. A.J. Arce, A.J. Deeming, Y. De Sanctis, S.K. Johal, C.M. Martin, M. Shinkar, D.M. Speel, and A. Vassos Chem. Commun. 1998 233
94. A.K. Chakravarty, F.A. Cotton, and D.A. Tocher J. Am. Chem. Soc. 106 1984 6409
95. A.K. Chakravarty, and F.A. Cotton Inorg. Chem. 24 1985 3584
96. H. Kawano, H. Narimatsu, D. Yamamoto, K. Tanaka, K. Hirai, and M. Onishi Organometallics 21 2002 5526
97. H. Shen, S.G. Bott, and M.G. Richmond Organometallics 14 1995 4625
98. R.J. Kulawiec, and R.H. Crabtree Organometallics 7 1988 1891
99. C.W. Bradford, and R.S. Nyholm J. Chem. Soc. Dalton Trans. 1973 529
100. G.J. Gainsford, J.M. Guss, P.R. Ireland, and R. Mason J. Organomet. Chem. 40 1972 C70
101. C.W. Bradford, R.S. Nyholm, G.J. Gainsford, J.M. Guss, P.R. Ireland, and R. Mason J. Chem. Soc. Chem. Commun. 1972 87
102. A.J. Deeming, R.E. Kimber, and M. Underhill J. Chem. Soc. Dalton Trans. 1973 2589
103. C.T. Tay, and W.K. Leong J. Organomet. Chem. 625 2001 231
104. M.I. Bruce, G. Shaw, and F.G.A. Stone J. Chem. Soc. Dalton Trans. 1972 2094
105. M.I. Bruce, J.M. Guss, R. Mason, B.W. Skelton, and A.H. White J. Organomet. Chem. 251 1983 261
106. S.A.R. Knox, B.R. Lloyd, D.A.V. Morton, S.M. Nicholls, A.G. Orpen, J.M. Vinas, M. Weber, and G.K. Williams J. Organomet. Chem. 1990 385
107. M. Castiglioni, S. Deabate, R. Giordano, P.J. King, S.A.R. Knox, and E. Sappa J. Organomet. Chem. 571 1998 251
108. B.E. Hanson, F.E. Fanwick, and J.S. Mancini Inorg. Chem. 21 1982 3811
109. D.J. Elliot, D.G. Holah, A.N. Hughes, H.A. Mirza, and E. Zawada J. Chem. Soc. Chem. Commun. 1990 32
110. H.H. Karsh, B. Milewski-Mahrla, J.O. Besenhard, P. Hofmann, P. Stauffert, and T.A. Albright Inorg. Chem. 25 1986 3811
111. H.F. Klein, J. Wenniger, and U. Schubert Z. Naturforsch. B 34 1979 1391
112. M. Hong, W. Su, R. Cao, F. Jiang, H. Liu, and J. Lu Inorg. Chim. Acta 274 1998 229
113. H. Werner, and R. Feser Z. Anorg. Allg. Chem. 458 1979 301
114. T.B. Brill, and S.J. Landon Chem. Rev. 84 1984 577
115. R. Mason, I. Søtofte, S.D. Robinson, and M.F. Uttley J. Organomet. Chem. 46 1972 C61
116. P.L. Bellon, C. Benedicenti, G. Caglio, and M. Mannassero J.C.S. Chem. Commun. 1973 946
117. R.G. Goel, and W.O. Ogini Organometallics 1 1982 652
118. M.M. Harding, B.S. Nicholls, and A.K. Smith J. Chem. Soc. Dalton Trans. 1983 1479
119. P. Chini, S. Martinengo, and G. Garlaschelli Chem. Commun. 1972 709
120. S. Gregorio, G. Montrasi, M. Tampieri, P. Cavaliero d'Oro, G. Pagani, and A. Andretta Chem. Ind. (Milan) 62 1980 389
121. T. Sakakura, T.A. Tobayashi, T. Hayashi, Y. Kawabata, M. Tanaka, and I. Ogata J. Organomet. Chem. 267 1984 171
122. A.G. Abatjoglou, E. Billig, and D.R. Bryant Organometallics 3 1984 923
123. A.G. Abatjoglou, and D.R. Bryant Organometallics 3 1984 932
124. R.A. Dubois, P.E. Garrou, K.D. Lavin, and H.R. Allcock Organometallics 5 1986 460
125. R.A. Dubois, and P.E. Garrou Organometallics 5 1986 466
126. C.D. Frohning, C.W. Kohlpainter, and H.W. Bohnen B. Cornils W.A. Herrmann Applied Homogeneous Catalysis with Organometallic Compounds 2002 Wiley-VCH Weinheim 60
127. S.-Y. Liou, M.E. van der Boom, and D. Milstein Chem. Commun. 1998 687
128. M. Gandelman, and D. Milstein Chem. Commun. 2000 1603
129. M.E. van der Boom, and D. Milstein Chem. Rev. 103 2003 1759
130. L. Fan, L. Yang, C. Guo, B.M. Foxman, and O.V. Ozerov Organometallics 23 2004 4778
131. O. Blum, F. Frolow, and D. Milstein J.C.S. Chem. Commun. 1991 258
132. A.M. Bianchini, M. Peruzzi, F. Vizza, P. Frediani, V. Herrera, and R.A. Sanchez-Delgado J. Am. Chem. Soc. 115 1993 2731
133. F. Garin, and G. Maire Acc. Chem. Res. 22 1989 100
134. R.H. Crabtree, R.P. Dion, D.J. Gibboni, D.V. McGrath, and E.M. Holt J. Am. Chem. Soc. 108 1986 7222
135. M.J. Burk, and R.H. Crabtree J. Am. Chem. Soc. 109 1987 8025
136. A.A. Grinberg, and A.D. Troitskaya Bull. Acad. Sci. URSS Classe Sci. Chim. 1944 178
137. Reference 136 is abstracted in Chem. Abs. 39 (1945) 1604.
138. J.M. Solar, R.D. Rogers, and W.R. Mason Inorg. Chem. 23 1984 373
139. D.R. Coulson Chem. Commun. 1968 1530
140. D.R. Fahey, and J.E. Mahan J. Am. Chem. Soc. 98 1976 4499
141. S.G. Bott, K. Yang, K.A. Talafuse, and M.G. Richmond Organometallics 22 2003 1383
142. D.K. Morita, J.K. Stille, and J.R. Norton J. Am. Chem. Soc. 117 1995 8576
143. F.E. Goodson, T.I. Wallow, and B.M. Novak J. Am. Chem. Soc. 119 1997 12441
144. V.V. Grushin Organometallics 19 2000 1888
145. W.A. Herrmann, C. Brossmer, K. Öfele, M. Beller, and H. Fischer J. Organomet. Chem. 491 1995 C1
146. N.J. Whitcombe, K.K. Hii, and S.E. Gibson Tetrahedron 57 2001 7449
147. M. Sakamoto, I. Shimizu, and A. Yamamoto Chem. Lett. 1995 1101
148. A. Inoue, H. Shinokubo, and K. Oshima J. Am. Chem. Soc. 125 2003 1484
149. W.B. Lin, S.R. Wilson, and G.S. Girolami Inorg. Chem. 33 1994 2265
150. P. Leoni, M. Sommovigo, M. Pasquali, P. Sabatino, and D. Braga J. Organomet. Chem. 423 1992 263
151. M. Sommovigo, M. Pasquali, P. Leoni, D. Braga, and P. Sabatino Chem. Ber. 124 1991 97
152. A.B. Goel, and S. Goel Inorg. Chim. Acta 90 1984 L33
153. N.W. Alcock, P. Bergami, T.J. Kemp, and P.G. Pringle J.C.S. Chem. Commun. 1987 235
154. R. Quesada, J. Ruiz, V. Riera, S. Garcia-Granda, and M.R. Diaz Chem. Commun. 2003 1942
155. K. Kikukawa, and T. Matsuda J. Organomet. Chem. 235 1982 243
156. D.S. Helfer, and J.D. Atwood Organometallics 23 2004 2412
157. D.G. Evans, G.R. Hughes, D.M.P. Mingos, J.-M. Bassett, and A.J. Welch J.C.S. Chem. Commun. 1980 1255
158. R. Bender, S.E. Bouaoud, P. Braunstein, Y. Dusausoy, N. Merabet, J. Raya, and D. Rouag J. Chem. Soc. Dalton Trans. 1999 735
159. A.R. Siedle, R.A. Newmark, and W.B. Gleason J. Am. Chem. Soc. 108 1986 767
160. J. Jans, R. Naegeli, L.M. Venanzi, and A. Albinati J. Organomet. Chem. 247 1983 C37
161. A.W. Parkins, C.J. Richard, and J.W. Steed Inorg. Chim. Acta 358 2005 2827
162. A.L. Bandini, G. Banditelli, and G. Minghetti J. Organomet. Chem. 595 2000 224
163. P.W.N.M. van Leeuwen, C.F. Roobeek, and A.G. Orpen Organometallics 9 1990 2179
164. H. Wachtler, W. Schuh, K.-H. Ongania, K. Wurst, and P. Peringer Organometallics 17 1998 5640
165. M.G. Crisp, L.M. Rendina, and E.R.T. Tiekink Z. Kristallogr. NCS 216 2001 243
166. A. Benefial, and D.M. Roundhill Inorg. Chem. 25 1986 4027
167. T. Lu, X. Zhuang, Y. Li, and S. Chen J. Am. Chem. Soc. 126 2004 4760
168. A.R. Chianese, B.M. Zeglis, and R.H. Crabtree Chem. Commun. 2004 2176
169. O. Steigelmann, P. Bissinger, and H. Schmidbaur Z. Naturforsch. B 48 1993 72
170. H. Schmidbaur Chem. Soc. Rev. 24 1995 391
171. H. Schmidbaur Gold Bull. 33 2000 3