Homogeneous Hydrogenation of Alkynes and Dienes

The Handbook of Homogeneous Hydrogenation

Volumn , Issue , 2008, Pages 374-411

  Kluwer, Alexander M ^a   Elsevier, Cornelis J ^b  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Alkynes; Chromium catalysts; Dienes; Ruthenium; Terminal alkynes

Indexed keywords

EID: 84891006200     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527619382.ch14     Document Type: Chapter

References (88)

1. Hutchins, R.O., Hutchins, M.G.K., in: Patai, S., Rappoport, Z. (Eds.), Reduction of Triple-Bonded Groups, The Chemistry of Functional Groups. John Wiley & Sons Ltd, New York, 1983; Vol. 1, pp. 571.
2. Schlögl, R., Noack, K., Zbinden, H., Reller, A., Helv. Chim. Acta 1987, 70, 627.
3. Molnár, A., Sárkány, A., Varga, M., J. Mol. Catal. A 2001, 173, 185.
4. Ulan, J.G., Maier, W. F., Smith, D.A., J. Org. Chem. 1987, 52, 3132.
5. Sodeoka, M., Shibasaki, M., J. Org. Chem. 1985, 50, 1147.
6. Sodeoka, M., Shibasaki, M., Synthesis 1993, 643.
7. Vasil'ev, A.A., Serebryakov, E. P., Russ. Chem. Bull. 2002, 51, 1341.
8. Bianchini, C., Meli, A., Peruzzini, M., Frediani, P., Bohanna, C., Esteruelas, M.A., Oro, L.A., Organometallics 1992, 11, 138.
9. Bianchini, C., Meli, A., Peruzzini, M., Vizza, F., Zanobini, F., Organometallics 1989, 8, 2080.
10. Esteruelas, M.A., Oro, L.A., Chem. Rev. 1998, 98, 577.
11. Bianchini, C., Bohanna, C., Esteruelas, M.A., Frediani, P., Meli, A., Oro, L.A., Peruzzini, M., Organometallics 1992, 11, 3837.
12. Eckert, J., Albinati, A., White, R. P., Bianchini, C., Peruzzini, M., Inorg. Chem. 1992, 31, 4241.
13. Cabeza, J.A., in: Braunstein, P., Oro, L.A., Raithby, P.R. (Eds.), Homogeneous Catalysis with Ruthenium Carbonyl Cluster Complexes: Metal Clusters in Chemistry, Vol. 2. Wiley-VCH GmbH, Weinheim, 1999, pp. 715.
14. Albers, M.O., Singleton, E., Viney, M.M., J. Mol. Cat. 1985, 30, 213.
15. Nkosi, B.S., Coville, N.J., Albers, M.O., Singleton, E., J. Mol. Cat. 1987, 39, 313.
16. Lough, A.J., Morris, R.H., Ricciuto, L., Schleis, T., Inorg. Chim. Acta 1998, 270, 238.
17. Schleyer, D., Niessen, H.G., Bargon, J., New J. Chem. 2001, 25, 423.
18. Andriollo, A., Esteruelas, M.A., Meyer, U., Oro, L. A., Sanchez-Delgado, R. A., Sola, E., Valero, C., Werner, H., J. Am. Chem. Soc. 1989, 111, 7431.
19. Werner, H., Meyer, U., Esteruelas, M. A., Sola, E., Oro, L. A., J. Organomet. Chem. 1989, 366, 187.
20. Espuelas, J., Esteruelas, M.A., Lahoz, F.J., Oro, L. A., Valero, C., Organometal-lics 1993, 12, 663.
21. Schrock, R.R., Osborn, J.A., J. Am. Chem. Soc. 1976, 98, 2143.
22. Dickson, R. D., in: Homogeneous Catalysis with Compounds of Rhodium and Iridium, Catalysis by Metal Complexes. D. Reidel Publishing Co., Dordrecht, 1985, pp. 40.
23. de Wolf, E., Spek, A. L., Kuipers, B.W.M., Philipse, A.P., Meeldijk, J.D., Bomans, P. H.H., Frederik, P.M., Deel-man, B.-J., van Koten, G., Tetrahedron 2002, 58, 3911.
24. Chaloner, P. A., Esteruelas, M. A., Joó, F., Oro, L. A., in: Homogeneous Hydrogena-tion. Kluwer Academic Publishers, Dordrecht, 1993.
25. Spencer, A., J. Organomet. Chem. 1975, 93, 389.
26. Burk, M.J., Gerlach, A., Semmeril, D., J. Org. Chem. 2000, 65, 8933.
27. Crabtree, R.H., Gautier, A., Giordano, G., Khan, T., J. Organomet. Chem. 1977, 141, 113.
28. Usón, R., Oro, L.A., Sariego, R., Valder-rama, M., Rebullida, C., J. Organomet. Chem. 1980, 197, 87.
29. Esteruelas, M.A., González, I., Herrero, J., Oro, L. A., J. Organomet. Chem. 1998, 551, 49.
30. Esteruelas, M.A., López, A.M., Oro, L.A., Pérez, A., Schulz, M., Werner, H., Organometallics 1993, 12, 1823.
31. Chen, W., Esteruelas, M.A., Herrero, J., Lahoz, F.J., Martin, M., Onate, E., Oro, L.A., Organometallics 1997, 16, 6010.
32. Pelagatti, P., Venturini, A., Leporati, A., Carcelli, M., Costa, M., Bacchi, A., Pelizzi, G., Pelizzi, C., J. Chem. Soc., Dalton Trans. 1998, 2715.
33. Costa, M., Pelagatti, P., Pelizzi, C., Rogo-lino, D., J. Mol. Catal. A 2002, 178, 21.
34. van Laren, M.W., Duin, M.A., Klerk, C., Naglia, M., Rogolino, D., Pelagatti, P., Bacchi, A., Pelizzi, C., Elsevier, C. J., Or-ganometallics 2002, 21, 1546.
35. van Laren, M.W., Elsevier, C.J., Angew. Chem, Int. Ed. 1999, 38, 3715.
36. Sulman, E., Deibele, C., Bargon, J., React. Kinet. Catal. Lett. 1999, 67, 117.
37. Choudary, B.M., Sharma, G.V.M., Bha-rathi, P., Angew. Chem. 1989, 101, 506.
38. Elman, B., Moberg, C., J. Organomet. Chem. 1985, 294, 117.
39. Ferrari, C., Predieri, G., Tiripicchio, A., Costa, M., Chem. Mater. 1992, 4, 243.
40. Holy, N. L., Shelton, S. R., Tetrahedron 1981, 37, 25.
41. Islam, M., Bose, A., Mal, D., Saha, C.R., J. Chem. Res., Synop. 1998, 44.
42. Moberg, C., Rakos, L., J. Organomet. Chem. 1987, 335, 125.
43. Sobczak, J.W., Lesiak, B., Jablonski, A., Kosinski, A., Palczewska, W., Pol. J. Chem. 1995, 69, 1732.
44. Stern, E.W., Maples, P.K., J. Catal. 1972, 27, 120.
45. Evrard, D., Groison, K., Mugnier, Y., Harvey, P. D., Inorg. Chem. 2004, 43, 790.
46. Niessen, H.G., Eichhorn, A., Woelk, K., Bargon, J., J. Mol. Catal. A 2002, 182, 463.
47. van Asselt, R., Elsevier, C.J., J. Mol Catal. A 1991, 65, L13.
48. Elsevier, C.J., Coord. Chem. Rev. 1999, 185, 809.
49. Kluwer, A.M., Koblenz, T.S., Jonischkeit, T., Woelk, K., Elsevier, C. J., J. Am. Chem. Soc. 2005, 127, 15470.
50. Bacchi, A., Carcelli, M., Costa, M., Lepo-rati, A., Leporati, E., Pelagatti, P., Pelizzi, C., Pelizzi, G., J. Organomet. Chem. 1997, 535, 107.
51. Pelagatti, P., Bacchi, A., Carcelli, M., Costa, M., Fochi, A., Ghidini, P., Lepora-ti, E., Masi, M., Pelizzi, C., Pelizzi, G., J. Organomet. Chem. 1999, 583, 94.
52. Costa, M., Pelagatti, P., Pelizzi, C., Rogo-lino, D., J. Mol. Catal. A 2002, 178, 21.
53. Raoult, Y., Choukroun, R., Basso-Bert, M., Gervais, D., J. Mol. Cat. 1992, 72, 47.
54. Raoult, Y., Choukroun, R., Blandy, C., Organometallics 1992, 11, 2443.
55. Raoult, Y., Choukroun, R., Gervais, D., J. Organomet. Chem. 1990, 399, C1.
56. Cais, M., Frankel, E.N., Rejoan, A., Tetrahedron Lett. 1968, 9, 1919.
57. Frankel, E. N., Selke, E., Grass, C. A., J. Am. Chem. Soc. 1968, 90, 2446.
58. Yagupsky, G., Cais, M., Inorg. Chim. Acta 1975, 12, L27.
59. Wrighton, M.S., Schroeder, M.A., J. Am. Chem. Soc. 1973, 95, 5764.
60. Schroeder, M.A., Wrighton, M.S., J. Or-ganomet. Chem. 1974, 74, C29.
61. Chandiran, T., Vancheesan, S., J. Mol. Cat. 1992, 71, 291.
62. Chandiran, T., Vancheesan, S., J. Mol Cat. 1994, 88, 31.
63. Frankel, E.N., Butterfield, R.O., J. Org. Chem. 1969, 34, 3930.
64. Airoldi, M., Deganello, G., Dia, G., Gen-naro, G., Inorg. Chem. Acta 1983, 68, 179.
65. Airoldi, M., Deganello, G., Dia, G., Gen-naro, G., J. Organomet. Chem. 1980, 187, 391.
66. Steines, S., Engelert, U., Drießen-Hölscher, B., Chem. Commun. 2000, 217.
67. Steines, S., Wasserscheid, P., Drießen-Hölscher, B., J. Prakt. Chem. 2000, 342, 348.
68. Niessen, H.G., Schleyer, D., Wiemann, S., Bargon, J., Steines, S., Drießen-Hölscher, B., Magn. Reson. Chem. 2000, 38, 747.
69. Funabiki, T., Matsumoto, M., Tarama, K., Bull. Chem. Soc. Jpn. 1972, 45, 2723.
70. Funabiki, T., Kasaoka, S., Matsumoto, M., Tarama, K., J. Chem. Soc., Dalton Trans. 1974, 2043.
71. Reger, D. L., Habib, M.M., Fauth, D.J., J. Org. Chem. 1980, 45, 3860.
72. Lee, J. T., Alper, H., J. Org. Chem. 1990, 55, 1854.
73. Reger, D. L., Habib, M.M., J. Mol. Cat. 1978, 4, 315.
74. Reger, D. L., Habib, M.M., J. Mol. Cat. 1980, 7, 365.
75. Reger, D. L., Gabrielli, A., J. Mol. Cat. 1981, 12, 173.
76. Schrock, R. R., Osborn, J.A., J. Am. Chem. Soc. 1976, 98, 4450.
77. Heldal, J.A., Frankel, E.N., J. Am. Oil Chem. Soc. 1985, 62, 1117.
78. Aimé, S., Canet, D., Dastru, W., Gobetto, R., Reineri, F., Viale, A., J. Phys. Chem. A 2001, 105, 6305.
79. Drexler, H.J., Baumann, W., Spannenberg, A., Fischer, C., Heller, D., J. Orga-nomet. Chem. 2001, 621, 89.
80. Cobley, C.J., Lennon, I. C., McCague, R., Ramsden, J.A., Zanotti-Gerosa, A., in: H.U. Blaser, E. Schmidt (Eds.), Asymmetric Catalysis on Industrial Scale. Wiley-VCH, Weinheim, Germany, 2004, p. 269.
81. Schrock, R.R., Osborn, J.A., J. Am. Chem. Soc. 1976, 98, 2134.
82. Bargon, J., Kandels, J., Kating, P., Thomas, A., Woelk, K., Tetrahedron Lett. 1990, 31, 5721.
83. Burk, M.J., Allen, J.G., Kiesman, W.F., J. Am. Chem. Soc. 1998, 120, 657.
84. Speziali, M.G., Moura, F.C.C., Robles-Dutenhefner, P.A., Araujo, M.H., Gu-sevskaya, E.V., dos Santos, E.N., J. Mol. Cat. A 2005, 239, 10.
85. Naiini, A.A., Lai, C. K., Ward, D.L., Bru-baker, C. H., Jr., J. Organomet. Chem. 1990, 390, 73.
86. Lai, C.K., Naiini, A.A., Brubaker, C.H., Jr., Inorg. Chim. Acta 1989, 164, 205.
87. Okoroafor, M.O., Shen, L. H., Honey-chuck, R.V., Brubaker, C.H., Jr., Organo-metallics 1988, 7, 1297.
88. Strukul, G., Carturan, G., Inorg. Chim. Acta 1979, 35, 99.