Quantification of Steric Effects in Organometallic Chemistry

Advances in Organometallic Chemistry

Volumn 36, Issue C, 1994, Pages 95-158

  White, David ^a   Coville, Neil J ^a  

^a UNIVERSITY OF THE WITWATERSRAND   (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77956780147     PISSN: 00653055     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0065-3055(08)60390-1     Document Type: Chapter

References (162)

1. Hofmann, A.W., Chem. Ber., 5, 1872, 704.
2. Sachse, H., Chem. Ber., 23, 1890, 1363.
3. Mohr, E., J. Prakt. Chem., 98, 1918, 315.
4. Baeyer, A., Chem. Ber., 18, 1885, 2269.
5. Kehrmann, F., Chem. Ber., 21, 1888, 3315.
6. Meyer, V., Chem. Ber., 27, 1894, 510.
7. Wegschneider, R., Monatsh. Chem., 76, 1895, 75.
8. Anschutz, L., Angew. Chem., 41, 1928, 691.
9. Newman, M.S., (eds.) “Steric Effects in Organic Chemistry”, 1956, Wiley, New York.
10. Mosher, H.S., Tidwell, T.T., J. Chem. Educ., 67, 1990, 9.
11. Tolman, C.A., J. Am. Chem. Soc., 92, 1970, 2953.
12. Cotton, F.A., Wilkinson, G., “Advanced Inorganic Chemistry”, 1980, Wiley, New York, 89.
13. Tolman, C.A., Chem. Rev., 77, 1977, 313.
14. Datta, D., Sharma, G.T., J. Chem. Res., Synop., 1987, 422.
15. Datta, D., Majumdar, D., J. Phys. Org. Chem., 4, 1991, 611.
16. Coville, N.J., Loonat, M.S., White, D., Carlton, L., Organometatlics, 11, 1992, 1082.
17. White, D., Taverner, B.C., Leach, P.G.L., Coville, N.J., J. Compul. Chem., 14, 1993, 1042.
18. White, D., Carlton, L., Coville, N.J., J. Organomet. Chem., 440, 1992, 15.
19. Yamamoto, Y., Aoki, K., Yamazaki, H., Inorg. Chem., 18, 1979, 1681.
20. Maitlis, P.M., Chem. Soc. Rev., 1, 1981.
21. ALCHEMY II. Release 2.01, 1986, Tripos Associates Inc., St. Louis, Missouri, 1989.
22. Coville, N.J., du Plooy, K.E., Pickl, W., Coord. Chem. Rev., 116, 1992, 1 du Plooy, K. E. Ph.D. Thesis, University of the Witwatersrand, 1993.
23. Seligson, A.L., Trogler, W.C., J. Am. Chem. Soc., 113, 1991, 2520.
24. Marques, H.M., Bradley, J.C., Campbell, L.A., J. Chem. Soc., Datum Trans., 2019, 1992.
25. Imyanitov, N.S., Koord. Khim., 11, 1985, 1041 1181.
26. Ounapu, L.M., Mosbo, J.A., Risley, J.M., Storhoff, B.M., J. Organomet. Chem., 194, 1980, 337.
27. Boyles, M.L., Brown, D.V., Drake, D.A., Hostetler, C.K., Maves, C.K., Mosbo, J.A., Inorg. Chem., 24, 1987, 3126.
28. de Santo, J.T., Mosbo, J.A., Storhoff, B.-N., Bock, P.L., Bloss, R.E., Inorg. Chem., 19, 1980, 3086.
29. Casey, C.P., Whiteker, G.T., Isr. J. Chem., 30, 1990, 299.
30. Casey, C.P., Whiteker, G.T., Campana, C.F., Powell, D.R., Inorg. Chem., 29, 1990, 3376.
31. Casey, C.P., Whiteker, G.T., Melville, M.G., Petrovich, L.M., Gavney, J.A. Jr., Powell, D.R., J. Am. Chem. Soc., 114, 1992, 5535.
32. Stahl, L., Ernst, R.D., J. Am. Chem. Soc., 109, 1987, 5673.
33. Kakkar, A., Taylor, N.J., Marder, T.B., Shen, J.K., Hallinan, N., Bosolo, F., Inorg. Chim. Acta, 198–200, 1992, 219.
34. Mingos, D.M.P., Inorg. Chem., 21, 1982, 464.
35. Ferguson, G., Roberts, P.J., Alyea, E.C., Khan, M., Inorg. Chem., 17, 1978, 2965.
36. Alyea, E.C., Ferguson, G., Somogyvani, A., Inorg. Chem., 21, 1982, 1369.
37. Alyea, E.C., Dias, S.A., Ferguson, G., Siew, P.Y., Can. J. Chem., 61, 1983, 257.
38. Smith, J.D., Oliver, J.D., Inorg. Chem., 17, 1978, 2585.
39. 37a Mullica, D.F., Gipson, S.L., Sappenfield, E.L., Lin, C.C., Leschnitzer, D.H., Inorg. Chim. Acta, 777, 1990, 89.
40. 37b Farrar, D.H., Payne, N.C., Inorg. Chem., 20, 1981, 821.
41. Clark, H.C., Hampden-Smith, M., J. Coord. Chem. Rev., 79, 1987, 229.
42. Riley, K.F., “Mathematical Methods for the Physical Sciences”, 1974, Cambridge University Press, Cambridge., 91.
43. Immirzi, A., Musco, A., Inorg. Chim. Acta, 25, 1977, L41.
44. Komatsuzaki, T., Sakakibara, K., Hirota, M., Tetrahedron Lett., 30, 1989, 3309.
45. Chem. Lett., 1990, 1913.
46. Hirota, M., Sakakibara, K., Komatsuzaki, T., Akai, I., Comput. Chem., 15, 1991, 241.
47. Bagnall, K.W., Xing-Fu, L., J. Chem. Soc., Datum Trans., 94, 1984, 3.
48. Bagnall, K.W., Inorg. Chim. Acta, 1982, 1365.
49. Fischer, R.D., Xing-Fu, L., J. Less-Common Met., 112, 1985, 303.
50. Lobkovskii, E.B., Zh. Stnikt. Khim., 277, 1984, 53.
51. J. Orgunomet. Chem., 24, 1983, 66.
52. Xing-Fu, L., Eggers, S., Kopf, J., Jahn, W., Fisher, R.D., Apostolidis, C., Kanellako-pulos, B., Benetollo, F., Polo, A., Bombieri, G., Inorg. Chim. Acta, 100, 1985, 183.
53. Xing-Fu, L., Ao-Ling, G., Inorg. Chim. Acta, 131, 1987, 129 134: 143.
54. Sheeman, J.I., Viers, J.W., Schug, J.C., Stovall, M.D., J. Am. Chem. Soc., 106, 1984, 143.
55. Tumanov, A., Zakharov, L.N., Sennikov, P.G., Egorochkin, A.N., Razuvaev, G.A., Smirnov, A.S., Dodonov, V.A., J. Orgunomet. Chem., 263, 1984, 213.
56. Zakharov, L.N., Domrachev, G.A., Struchkov, Yu.T., Zh. Strukt. Khim., 24, 1983, 75.
57. Titova, S.N., Bychkov, V.T., Domrachev, G.A., Razuvaev, G.A., Zakharov, L.N., Alexandrov, G.G., Struchkov, Yu.T., Inorg. Chim. Acta, 50, 1981, 71.
58. White, D., Ph.D. Thesis, 1993, Univ. of the Witwatersrand, Johannesburg.
59. D. White, B.C. Taverner, C.A. Daniel, P.G. L. Leach, N.J. Coville, submitted for publication in Inorg. Chim. Acta.
60. Chauvin, R., Kagan, H.B., Chirality, 3, 1991, 242.
61. McClelland, R.A., Kanagasabapathy, V.M., Banait, N.S., Sttenken, S., J. Am. Chem. Soc., 113, 1991, 1009.
62. Akai, I., Sakakibara, K., Hirota, M., Chem. Lett., 1317, 1992.
63. Komatsuzaki, T., Akai, I., Sakakibara, K., Hirota, M., Tetrahedron, 48, 1992, 1539.
64. Newman, M.S., J. Am. Chem. Soc., 72, 1950, 4783 1952, 74: 3929.
65. Beckhaus, H.D., Angew. Chem., 90, 1978, 633.
66. D. White, P.W. Wade, N. Coville, J. Inorg. Chem., in preparation.
67. Caffery, M.L., Brown, T.L., Inorg. Chem., 30, 1991, 3907.
68. Lee, K.J., Brown, T.L., Inorg. Chem., 31, 1992, 289.
69. Brown, T.L., Inorg. Chem., 31, 1992, 1286.
70. Choi, M.-G., Brown, T.L., Inorg. Chim. Acta, 198, 1992, 823.
71. Choi, M.-G., Brown, T.L., Inorg. Chem., 32, 1993, 1548.
72. M.-G. Choi, D. White, T.L. Brown, submitted for publication in Inorg. Chem.
73. M.-G. Choi, T.L. Brown, Inorg. Chem., in press.
74. Rodger, A., Johnson, B.F.G., Inorg. Chim. Acta, 797, 1992, 109 and references therein.
75. Baird, N.C., Inorg. Chem., 28, 1989, 1224.
76. Hancock, R.D., Prog. Inorg. Chem., 17, 1989, 187.
77. Taft, R.W., Newman, M.S., (eds.) “Steric Effects in Organic Chemistry”, 1956, Wiley, New York, 556.
78. Hancock, C.K., Meyers, E.A., Yagar, B.J., J. Am. Chem. Soc., 83, 1961, 4211.
79. Palm, V.A., “Fundamentals of the Quantitative Theory of Organic Reactions”, 1967, Khimlya, Leningrad Chapter 10.
80. Charton, M.J., Am. Chem. Soc., 91, 1969, 615.
81. Charton, M., J. Am. Chem. Soc., 91, 1969, 619.
82. Charton, M.J., Am. Chem. Soc., 97, 1975, 1552.
83. MacPhee, J.A., Panaye, A., Dubois, J.-E., Tetrahedron, 34, 1978, 3553.
84. Panaye, A., MacPhee, J.A., Dubois, J.E., Tetrahedron, 36, 1980, 759.
85. Dubois, J.E., MacPhee, J.A., Panaye, A., Tetrahedron, 36, 1980, 919.
86. Staskun, B., J. Org. Chem., 46, 1981, 1643.
87. Boeyens, J.C.A., Denner, L., Painter, S., Staskun, B.S., Afr. J. Chem., 40, 1987, 60.
88. Schlenkluhn, H., Scheldt, W., Weimann, B., Zahres, M., Angew. Chem., Int. Ed. Engl., 18, 1979, 401.
89. Golovin, M.N., Rahman, M.M., Belmonte, J., Giering, W.P., Organometallics, 4, 1985, 1981.
90. Rahman, M.M., Liu, H.-Y., Prock, A., Giering, W.P., Organometallics, 6, 1987, 650.
91. Rahman, M.M., Liu, H.-Y., Eriks, K., Prock, A., Giering, W.P., Organometallics, 8, 1989, 1.
92. Tracey, A.T., Eriks, K., Prock, A., Giering, W.P., Organometallics, 9, 1990, 1399.
93. Panek, J., Eriks, K., Giering, W.P., Organometallics, 9, 1990, 2175.
94. Liu, H.-Y., Prock, A., Giering, W.P., Organometallics, 9, 1990, 1758.
95. Eriks, K., Giering, W.P., Liu, H.-Y., Prock, A., Inorg. Chem., 28, 1989, 1759.
96. Prock, A., Giering, W.P., Greene, J.E., Meirowitz, R.E., Hoffman, S.L., Woska, D.C., Wilson, M., Chang, R., Chen, J., Magnuson, R.H., Eriks, K., Organometallics, 10, 1991, 3479.
97. Woska, D.C., Wilson, M., Bartholomew, J., Eriks, K., Prock, A., Giering, W.P., Organometallics, 11, 1992, 3343.
98. Moreno, C., Macazaga, M.J., Delgado, S., Organometallics, 10, 1991, 1124.
99. Pacchioni, G., Bagus, P.S., Inorg. Chem., 31, 1992, 4391.
100. Wang, S.P., Richmond, M.G., Scwartz, M., J. Am. Chem. Soc., 114, 1992, 7595.
101. Dahlinger, K., Falcone, F., Poë, A., J. Inorg. Chem., 25, 1986, 2654.
102. Poë, A., J. Pure Appl. Chem., 60, 1988, 1209.
103. Ambwani, B., Chawla, S.K., Poë, A., J. Polyhedron, 7, 1988, 1939.
104. Chen, L., Poë, A., J. Can. J. Chem., 67, 1989, 1924.
105. Chen, L., Poë, A., J. Inorg. Chem., 28, 1989, 3641.
106. Brodie, N.M.J., Poë, A.J., J. Organomet. Chem., 383, 1990, 531.
107. Poë, A.J., Farrar, D.H., Zheng, Y., J. Am. Chem. Soc., 114, 1992, 5146.
108. Dunne, B.J., Morris, R.B., Orpen, A.G., J. Chem. Soc., Dalton Trans., 653, 1991.
109. Meyer, A.Y., Chem. Soc. Rev., 15, 1986, 449.
110. Edward, J.T., Farrell, P.G., Can. J. Chem., 53, 1975, 2965.
111. Edward, J.T., Farrell, P.G., Shahidi, F., J. Phys. Chem., 82, 1978, 2310.
112. Shahidi, F., Farrell, P.G., Edward, J.T., Canonne, P., J. Org. Chem., 44, 1979, 950.
113. Motoc, I., MATCH, 4, 1979, 113.
114. Motoc, I., Vancea, R., Muscutariu, I., MATCH, 5, 1979, 263.
115. Motoc, I., Dragomir-Fillimonescu, O., Muscutariu, I., MATCH, 8, 1980, 323.
116. Gavezzotti, A., J. Am. Chem. Soc., 105, 1983, 5220.
117. Bader, R.F.W., Carroll, M.T., Cheeseman, J.R., Chang, C., J. Am. Chem Soc, 109, 1987, 7968.
118. Meyer, A., J. Comput. Chem., 9, 1988, 18.
119. Higo, J., Go, N., J. Comput. Chem., 10, 1989, 376.
120. Desiraju, G.R., Gavezzotti, A., Acta Crystallogr., Sect. B, B45, 1989, 473.
121. Gavezzotti, A., Chem. Phys. Lett., 161, 1989, 67.
122. avezzotti, A., Acta Crystallogr., Seel. B, B46, 1990, 275.
123. Alard, P., Wodak, S.J., J. Comput. Chem., 12, 1991, 918.
124. Arteca, G., Grant, N.D., Mezey, P.G., J. Comput. Chem., 12, 1991, 1198.
125. Arteca, G., Hernandez-Laguna, A., Randez, J.J., Smeyers, Y.G., Mezey, P.G., J. Comput. Chem., 12, 1991, 705.
126. Thomas, N.W., Acta Crystallogr., Sect. B, B47, 1991, 588.
127. Meyer, A.Y., Avnir, D., Struct. Chem., 2, 1991, 475.
128. Braga, D., Chem. Rev., 92, 1992, 633.
129. Braga, D., Rodger, A., Johnson, B.F.G., Lnorg. Chim. Acta, 174, 1990, 185.
130. Braga, D., Grepioni, F., Organometallics, 10, 1991, 1254.
131. Braga, D., Grepioni, F., Sabatino, P., Gavezzotti, A., J. Chem. Soc., Dalton Trans., 1254, 1992.
132. Braga, D., Grepioni, F., Organometallics, 11, 1992, 1256.
133. Bosolo, F., Coord. Chem. Rev., 3, 1968, 213.
134. Mingos, D.M.P., Rohl, A.L., Inorg. Chem., 30, 1991, 3769 and references therein.
135. Mingos, D.M.P., Rohl, A.L., J. Chem. Soc., Dalton Trans., 3419, 1991.
136. Allinger, N.L., Adv. Phys. Org. Chem., 13, 1976, 1.
137. Bouche, G., Angew. Chem., Int. Ed. Engl., 31, 1992, 731.
138. Muller, U., Angew. Chem., Int. Ed. Engl., 31, 1992, 727.
139. Hargittai, I., Pure Appl. Chem., 64, 1992, 1489.
140. Charton, M., Charlon, B.I., J. Org. Chem., 44, 1979, 2284.
141. Einstein, F.W.B., Johnston, V.J., Ma, A.K., Pomeroy, R.K., Organometallics, 9, 1990, 52.
142. Taft, R.W., Glick, R.E., Lewis, I.C., Fox, I., Ehrenson, S., J. Am. Chem. Soc., 82, 1960, 756.
143. Cotton, J.D., Miles, E.A., Lnorg. Chim. Acta, 173, 1990, 129.
144. Onaka, S., Takagi, S., Furuta, H., Kato, Y., Mizuno, A., Bull. Chem. Soc. Jpn., 63, 1990, 42.
145. Trogler, W.C., Marzilli, L.G., Lnorg. Chem., 14, 1975, 2942.
146. Dammgen, U., Burger, H., J. Organomet. Chem., 101, 1975, 307.
147. Werner, H., Hofmann, W., Angew. Chem., Int. Ed. Engl., 16, 1977, 794.
148. Graham, P.B., Rausch, M.D., Taschler, K., von Philipsborn, W., Organometallics, 10, 1991, 3049.
149. Bönnemann, H., Angew. Chem., Int. Ed. Engl., 24, 1985, 248.
150. Möhring, P.C., Coville, N.J., J. Mol. Catal., 77, 1992, 41.
151. Johnston, P., Loonat, M.S., Ingham, W.L., Carlton, L., Coville, N., J. Organometallics, 6, 1987, 2121.
152. duPlooy, K.E., Marais, C.F., Carlton, L., Hunter, R., Boeyens, J.C.A., Coville, N.J., Inorg. Chem., 28, 1989, 3855.
153. Loonat, M.S., Carlton, L., Boeyens, J.C.A., Coville, N.J., J. Chem. Soc., Dalton Trans., 2407, 1989.
154. Hunter, G., Weakley, T.J.R., Weissensteiner, W., J. Chem. Soc., Dalton Trans., 1545, 1987.
155. Chudek, J.A., Hunter, G., MacKay, R.L., Kremminger, P., Schlog, K., Weissensteiner, W., J. Chem. Soc., Dalton Trans., 2001, 1990.
156. Okuda, J., Top. Curr. Chem., 160, 1991, 97.
157. Janiak, C., Schumann, H., Adv. Organomet. Chem., 33, 1991, 291.
158. See, for example Berg, U., Roussel, C., J. Am. Chem. Soc., 102, 1980, 7848.
159. Jones, W.D., Feher, F., J. Inorg. Chem., 23, 1984, 2376.
160. Armstrong, B.M., Bowen, M.E., Clark, M.L., Foley, B.L., Hamilton, J.B., Mahaffy, C.A.I., Rawlings, J., Starr, T.R., Lnorg. Chim. Acta, 170, 1990, 37.
161. Altbach, M.I., Hiyama, Y., Wittebort, R.J., Butler, L.G., Inorg. Chem., 19, 1990, 741.
162. Johnson, F.P.A., George, M.W., Bagratashvili, V.N., Vereschchagina, L.N., Poliakoff, M.D., Mendeleev. Commun., 26, 1991.