Cyclooctene epoxidation with H2O2 and single crystal X-ray determined crystal structures of new molybdenum and tungsten catalysts bearing the hydrophilic ligand hydroxymethyldiphenylphosphine oxide

Journal of Organometallic Chemistry

Volumn 693, Issue 8-9, 2008, Pages 1564-1571

  Feng, Linsheng ^a   Urnezius, Eugenijus ^a   Luck, Rudy L ^a  

^a MICHIGAN TECHNOLOGICAL UNIVERSITY   (United States)

Author keywords

Catalysis; Crystal structures; Hydrogen peroxide; Molybdenum oxide; Olefin epoxidation; Tungsten oxide

Indexed keywords

CRYSTAL STRUCTURE; EPOXIDATION; HYDROGEN PEROXIDE; MOLYBDENUM COMPOUNDS; OLEFINS; TUNGSTEN COMPOUNDS; X RAY DIFFRACTION;

CYCLOOCTENE; MOLYBDENUM OXIDE; OLEFIN EPOXIDATION; TUNGSTEN OXIDE;

CATALYST ACTIVITY;

EID: 41549143638     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2007.11.018     Document Type: Article

References (78)

1. Jorgensen K.A. Chem. Rev. 89 (1989) 431-458
2. Sachse A., Moesch-Zanetti N.C., Lyashenko G., Wielandt J.W., Most K., Magull J., Dall'Antonia F., Pal A., and Herbst-Irmer R. Inorg. Chem. 46 (2007) 7129-7135
3. Yamazaki S. Org. Biomol. Chem. 5 (2007) 2109-2113
4. Maegerlein W., Dreisbach C., Hugl H., Tse M.K., Klawonn M., Bhor S., and Beller M. Catal. Today 121 (2007) 140-150
5. Zhou M.-D., Zhao J., Li J., Yue S., Bao C.-N., Mink J., Zang S.-L., and Kühn F.E. Chem. Eur. J. 13 (2006) 158-166
6. Rost A.M.J., Scherbaum A., Herrmann W.A., and Kühn F.E. New J. Chem. 30 (2006) 1599-1605
7. Kühn F.E., Zhao J., and Herrmann W.A. Tetrahedron: Asymmetry 16 (2005) 3469-3479
8. Kühn F.E., Santos A.M., and Herrmann W.A. Dalton Trans. (2005) 2483-2491
9. Haider J.J., Kratzer R.M., Herrmann W.A., Zhao J., and Kühn F.E. J. Organomet. Chem. 689 (2004) 3735-3740
10. Zhang W., and Yamamoto H. J. Am. Chem. Soc. 129 (2007) 286-287
11. Mizuno N., Nakagawa Y., and Yamaguchi K. J. Mol. Catal. A: Chem. 251 (2006) 286-290
12. Rosenthal E.C.E., Cui H., Koch J., Escarpa Gaede P., Hummert M., and Dechert S. Dalton Trans. (2005) 3108-3117
13. Herbert M., Galindo A., and Montilla F. Catal. Commun. 8 (2007) 987-990
14. Altinis Kiraz C.I., Mora L., and Jimenez L.S. Synthesis (2007) 92-96
15. Maiti S.K., Malik K.M.A., Gupta S., Chakraborty S., Ganguli A.K., Mukherjee A.K., and Bhattacharyya R. Inorg. Chem. 45 (2006) 9843-9857
16. Bruno S.M., Monteiro B., Balula M.S., Pedro F.M., Abrantes M., Valente A.A., Pillinger M., Ribeiro-Claro P., Kühn F.E., and Goncalves I.S. J. Mol. Catal. A: Chem. 260 (2006) 11-18
17. Jimtaisong A., and Luck R.L. Inorg. Chem. 45 (2006) 10391-10402
18. Barlan A.U., Basak A., and Yamamoto H. Angew. Chem., Int. Ed. 45 (2006) 5849-5852
19. Freund C., Abrantes M., and Kühn F.E. J. Organomet. Chem. 691 (2006) 3718-3729
20. Abrantes M., Sakthivel A., Romão C.C., and Kühn F.E. J. Organomet. Chem. 691 (2006) 3137-3145
21. Veiros L.F., Prazeres A., Costa P.J., Romão C.C., Kühn F.E., and Calhorda M.J. Dalton Trans. (2006) 1383-1389
22. Kühn F.E., Santos A.M., and Abrantes M. Chem. Rev. 106 (2006) 2455-2475
23. Wang G., Chen G., Luck R.L., Wang Z., Mu Z., Evans D.G., and Duan X. Inorg. Chim. Acta 357 (2004) 3223-3229
24. Wang G., Feng L., Luck R.L., Evans D.G., Wang Z., and Duan X. J. Mol. Catal. A: Chem. 241 (2005) 8-14
25. Fronczek F.R., Luck R.L., and Wang G. Inorg. Chim. Acta 342 (2003) 247-254
26. Shul'pin G.B., Suss-Fink G., and Shul'pina L.S. J. Mol. Cat. A: Chem. 170 (2001) 17-34
27. Romakh V.B., Therrien B., Suess-Fink G., and Shul'pin G.B. Inorg. Chem. 46 (2007) 1315-1331
28. Kamata K., Kuzuya S., Uehara K., Yamaguch S., and Mizuno N. Inorg. Chem. 46 (2007) 3768-3774
29. Nakagawa Y., and Mizuno N. Inorg. Chem. 46 (2007) 1727-1736
30. Kamata K., Kotani M., Yamaguchi K., Hikichi H., and Mizuno N. Chem. Eur. J. 13 (2007) 639-648
31. Tangestaninejad S., Habibi M.H., Mirkhani V., Moghadam M., and Grivani G. J. Mol. Catal. A: Chem. 255 (2006) 249-253
32. Prabhakar R., Morokuma K., Hill C.L., and Musaev D.G. Inorg. Chem. 45 (2006) 5703-5709
33. ten Brink G.-J., Fernandes B.C.M., van Vliet M.C.A., Arends I.W.C.E., and Sheldon R.A. J. Chem. Soc. Perkin Trans. 1 (2001) 224-228
34. Betzemeier B., Lhermitte F., and Knochel P. Synlett (1999) 489-491
35. Colladon M., Scarso A., Sgarbossa P., Michelin R.A., and Strukul G. J. Am. Chem. Soc. 129 (2007) 7680-7689
36. Colladon M., Scarso A., and Strukul G. Adv. Synth. Catal. 349 (2007) 797-801
37. Colladon M., Scarso A., Sgarbossa P., Michelin R.A., and Strukul G. J. Am. Chem. Soc. 128 (2006) 14006-14007
38. Maschmeyer T., Rey F., Sankar G., and Thomas J.M. Nature 378 (1995) 159-162
39. Wang R., Guo X., Wang X., Hao J., Li G., and Xiu J. Appl. Catal. A 261 (2004) 7-13
40. Kamata K., Yonehara K., Sumida Y., Yamaguchi K., Hikichi S., and Mizuno N. Science 300 (2003) 964-966
41. Noyori R., Aok M., and Sato K. Chem. Commun. (2003) 1977-1986
42. De Vos D.E., Sels B.F., and Jacobs P.A. Adv. Synth. Catal. 345 (2003) 457-473
43. Brégeault J.-M. Dalton Trans. (2003) 3289-3302
44. Lane B.S., and Burgess K. Chem. Rev. 103 (2003) 2457-2473
45. Trost B.M. Angew. Chem., Int. Ed. 34 (1995) 259-281
46. Goodwin N.J., Henderson W., and Nicholson B.K. Inorg. Chim. Acta. 335 (2002) 113-118
47. Kempe R., Spannenberg A., Lefeber C., and Boerner A. Z. Kristallogr. - New Cryst. Struct. 213 (1998) 217-218
48. Cristau H.J., and Virieux D. Tetrahedron Lett. 40 (1999) 703-706
49. Marmor R.S., and Seyferth D. J. Org. Chem. 34 (1969) 748-749
50. Gonschorowsky M., Merz K., and Driess M. Eur. J. Inorg. Chem. (2006) 455-463
51. Kuhl O., Blaurock S., Sieler J., and Hey-Hawkins E. Polydedron 20 (2001) 2171-2177
52. Jimtaisong A., and Luck R.L. J. Cluster Sci. 16 (2005) 167-184
53. Farrugia L.J. J. Appl. Crystallogr. 32 (1999) 837-838
54. Altomare A., Burla M.C., Camalli M., Cascarano G., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G., and Spagna R. J. Appl. Crystallogr. 32 (1999) 115-119
55. Sheldrick G.M. shelx-97. Programs for Crystal Structure Analysis (Release 97-2) (1998), University of Göttingen: Göttingen, Germany
56. Muller P., Herbst-Irmer R., Spek A.L., Schneider T.R., and Sawaya M.R. Crystal Structure Refinement, IUCR (2006), Oxford University Press
57. Fronczek F.R., Luck R.L., and Wang G. Inorg. Chem. Commun. 5 (2002) 384-387
58. Chaumette P., Mimoun H., Saussine L., Fischer J., and Mitschler A. J. Organomet. Chem. 250 (1983) 291-310
59. Sharpless K.B., Townsend J.M., and Williams D.R. J. Am. Chem. Soc. 94 (1972) 295-296
60. Mitchell J.M., and Finney N.S. J. Am. Chem. Soc. 123 (2001) 862-869
61. Dreisch K., Andersson C., and Stalhandske C. Polyhedron 10 (1991) 2417-2421
62. Brisdon B.J. Inorg. Chem. 10 (1967) 1791-1795
63. Butcher R.J., Gunz H.P., Maclagan G.A.R., Kipton H., Powell J., Wilkins C., and Hian Y.S. J. Chem. Soc., Dalton Trans. (1975) 1223-1227
64. Garrou P.E. Chem. Rev. 81 (1981) 229-266
65. North A.C.T., Phillips D.C., and Mathews F.S. Acta. Crystallogr., Sect. A 24 (1968) 351-359
66. Farrugia L.J. J. Appl. Crystallogr. 30 (1997) 565
67. Mayer J.M. Inorg. Chem. 27 (1988) 3899-3903
68. Spivack B., and Dori Z. Coord. Chem. Rev. 17 (1975) 99-136
69. Hornung F.M., Heilmann O., Kaim W., Zalis S., and Fiedler J. Inorg. Chem. 39 (2000) 4052-4058
70. Zhang C., Schlemper E.O., and Schrauzer G.N. Organometallics 9 (1990) 1016-1020
71. Wong Y.-L., Yan Y., Chan E.S.H., Yang Q., Mak T.C.W., and Ng D.K.P. J. Chem. Soc., Dalton Trans. (1998) 3057-3064
72. De Wet J.F., Caira M.R., and Gellatly B.J. Acta Crystallogr., Sect. B 34 (1978) 762-766
73. Dreisch K., Andersson C., Hakansson M., and Jagner S. J. Chem. Soc., Dalton Trans. (1993) 1045-1049
74. Kühn F.E., Xue W.-M., Al-Ajlouni A., Santos A.M., Zang S., Romão C.C., Eickerling G., and Herdtweck E. Inorg. Chem. 41 (2002) 4468-4477
75. Kozhevnikow I.V. Chem. Rev. 98 (1998) 171-198
76. Mizuno N., Yamaguchi K., and Kamata K. Coord. Chem. Rev. 249 (2005) 1944-1956
77. Salles L., Aubry C., Thouvenot R., Robert F., Dorémieux-Morin C., Chottard G., Ledon H., Jeannin Y., and Brégeault J.-M. Inorg. Chem. 33 (1994) 871-878
78. Aubry C., Chottard G., Platzer N., Brégeault J.-M., Thouvenot R., Chauveau F., Huet C., and Ledon H. Inorg. Chem. 30 (1991) 4409-4415