Unique reactivity of (Arylimido)vanadium(V)-alkyl complexes with phenols: Fast phenoxy ligand exchange in the presence of vanadium(V)-alkyls

Organometallics

Volumn 30, Issue 13, 2011, Pages 3610-3618

  Nomura, Kotohiro ^a,b   Matsumoto, Yuichi ^b  

^a TOKYO METROPOLITAN UNIVERSITY   (Japan)

^b NARA INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL COMPLEXES; ARYLIMIDO; DIALKYL COMPLEXES; LIGAND EXCHANGES; METAL CENTERS;

LIGANDS; VANADIUM ALLOYS; VANADIUM COMPOUNDS;

PHENOLS;

EID: 79959999880     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om200299a     Document Type: Article

References (73)

1. In The Organometallic Chemistry of the Transition Metals, 5th ed.; Crabtree, R. H., Ed.; John Wiley & Sons, Inc.: Hoboken, NJ, USA, 2009; p 58.
2. In Comprehensive Organometallic Chemistry III; Crabtree, R. H. and Mingos, D. M. P., Eds.; Elsevier Science/Pergamon US: New York, USA, 2006.
3. In Synthesis of Organometallic Compounds: A Practical Guide; Komiya, S., Ed.; John Wiley & Sons, Inc.: West Sussex, England, 1997.
4. In Organometallics in Synthesis: A Manual, 2 nd ed.; Schlosser, M., Ed.; John Wiley & Sons Ltd.: West Sussex, England, 2002.
5. In Organometallic Chemistry and Catalysis; Astruc, D., Ed.; Springer-Verlag: Berlin, Germany, 2007.
6. Mason, A. F. and Coates, G. W. In Macromolecular Engineering; Matyjaszewski, K., Gnanou, Y., and Leibler, L., Eds.; Wiley-VCH: Weinheim, Germany, 2007; Vol. 1, p 217.
7. Metal Catalysts in Olefin Polymerization, Topics in Organometallic Chemistry 26; Guan, Z., Ed.; Springer Verlag: Berlin, 2009.
8. For selected review articles for metallocenes and linked half-metallocenes (constrained geometry type), see: Brintzinger, H. H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143
9. Kaminsky, W. Macromol. Chem. Phys. 1996, 197, 3903
10. Kaminsky, W.; Arndt, M. Adv. Polym. Sci. 1997, 127, 143
11. Suhm, J.; Heinemann, J.; Wörner, C.; Müller, P.; Stricker, F.; Kressler, J.; Okuda, J.; Mülhaupt, R. Macromol. Symp. 1998, 129, 1
12. McKnight, A. L.; Waymouth, R. M. Chem. Rev. 1998, 98, 2587
13. Braunschweig, H.; Breitling, F. M. Coord. Chem. Rev. 2006, 250, 2691
14. Cano, J.; Kunz, K. J. Organomet. Chem. 2007, 692, 4411
15. For review articles on half-metallocenes, see: Stephan, D. W. Organometallics 2005, 24, 2548
16. Nomura, K.; Liu, J.; Padmanabhan, S.; Kitiyanan, B. J. Mol. Catal. A 2007, 267, 1
17. Nomura, K. Dalton Trans. 2009, 8811
18. Nomura, K.; Liu, J. Dalton Trans., in press (Web released on Mar 15, 2011).
19. For selected review articles for non-metallocenes, see: Britovsek, G. J. P.; Gibson, V. C.; Wass, D. F. Angew. Chem., Int. Ed. 1999, 38, 429
20. Gibson, V. C.; Spitzmesser, S. K. Chem. Rev. 2003, 103, 283
21. Bolton, P. D.; Mountford, P. Adv. Synth. Catal. 2005, 347, 355
22. For special issues, see: Frontiers in Metal-Catalyzed Polymerization (special issue): Gladysz, J. A., Ed.; Chem. Rev. 2000, 100 (4).
23. Metallocene Complexes As Catalysts for Olefin Polymerisation: Alt, H. G., Ed.; Coord. Chem. Rev. 2006, 250 (1-2), 1. (Pubitemid 41815546)
24. Metallocene Complexes As Catalysts for Olefin Polymerization (special issue): Alt, H. G., Ed.; Coord. Chem. Rev. 2006, 250 (1-2), 1. (Pubitemid 41815546)
25. Metal-Catalysed Polymerisation: Milani, B.; Claver, C., Eds.; Dalton Trans. 2009, (41), 8769.
26. For recent reviews (vanadium catalysts), see: Hagen, H.; Boersma, J.; van Koten, G. Chem. Soc. Rev. 2002, 31, 357
27. Gambarotta, S. Coord. Chem. Rev. 2003, 237, 229
28. Nomura, K. In New Developments in Catalysis Research; Bevy, L. P., Ed.; NOVA Science Publishers: New York, USA, 2005; p 199.
29. Redshaw, C. Dalton Trans. 2010, 39, 5595
30. Nomura, K.; Zhang, S. Chem. Rev. 2011, 111, 2342
31. Carrick, W. L. J. Am. Chem. Soc. 1958, 80, 6455
32. Carrick, W. L.; Kluiber, R. W.; Bonner, E. F.; Wartman, L. H.; Rugg, F. M.; Smyth, J. J. J. Am. Chem. Soc. 1960, 82, 3883
33. Phillips, G. W.; Carrick, W. L. J. Polym. Sci. 1962, 59, 401
34. Junghanns, E.; Gumboldt, O.; Bier, G. Makromol. Chem. 1962, 58, 18
35. Natta, G.; Mazzanti, G.; Valvassori, A.; Sartori, G.; Fiumani, D. J. Polym. Sci. 1961, 51, 411
36. For example: Christman, D. L.; Keim, G. I. Macromolecules 1968, 1, 358
37. Doi, Y.; Ueki, S.; Keii, T. Macromolecules 1978, 12, 814
38. Doi, Y.; Koyama, T.; Soga, K. Makromol. Chem. 1985, 186, 11
39. For structural characterizations and reaction chemistry of V(III),(IV) methyl complexes, see: Hessen, B.; Teuben, J. H.; Lemmen, T. H.; Huffman, J. C.; Caulton, K. G. Organometallics 1985, 4, 946
40. Hessen, B.; Lemmen, T. H.; Luttikhedde, H. J. G.; Teuben, J. H.; Petersen, J. L.; Jagner, S.; Huffman, J. C.; Caulton, K. G. Organometallics 1987, 6, 2354
41. Hessen, B.; Meetama, A; Teuben, J. H. J. Am. Chem. Soc. 1989, 111, 5977
42. Gerlach, C. P.; Arnold, J. Organometallics 1996, 15, 5260
43. Aharonian, G.; Feghali, K.; Gambarotta, S.; Yap, G. P. A. Organometallics 2001, 20, 2616
44. Feghali, K.; Harding, D. J.; Reardon, D.; Gambarotta, S.; Yap, G.; Wang., Q. Organometallics 2002, 21, 968
45. Choukroun, R.; Lorber, C.; Donnadieu, B. Organometallics 2002, 21, 1124
46. Liu, G.; Beetstra, D. J.; Meetsma, A.; Hessen, B. Organometallics 2004, 23, 3914
47. Examples for structurally characterized V(V) alkyls: de With, J.; Horton, A. D.; Orpen, A. G. Organometallics 1990, 9, 2207
48. Murphy, V. J.; Turner, H. Organometallics 1997, 16, 2495
49. Examples: Preuss, F.; Ogger, L. Z. Naturforsch. 1982, 37B, 957
50. Devore, D. D.; Lichtenhan, J. D.; Takusagawa, F.; Maatta, E. J. Am. Chem. Soc. 1987, 109, 7408
51. Preuss, F.; Becker, H.; Kraub, J.; Sheldrick, W. J. Z. Naturforsch. 1988, 43B, 1195
52. Preuss, F.; Becker, H.; Wieland, T. Z. Naturforsch. 1990, 45B, 191
53. Solan, G. A.; Cozzi, P. G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1994, 13, 2572
54. Chan, M. C. W.; Cole, J. M.; Gibson, V. C.; Howard, J. A. K. Chem. Commun. 1997, 2345
55. Nomura, K.; Zhang, W. Chem. Sci. 2010, 1, 161
56. Yamada, J.; Nomura, K. Organometallics 2005, 24, 2248
57. Yamada, J.; Fujiki, M.; Nomura, K. Organometallics 2005, 24, 3621
58. Yamada, J.; Fujiki, M.; Nomura, K. Organometallics 2007, 26, 2579
59. Nomura, K.; Onishi, Y.; Fujiki, M.; Yamada, J. Organometallics 2008, 27, 3818
60. Zhang, W.; Yamada, J.; Nomura, K. Organometallics 2008, 27, 5353
61. Zhang, W.; Nomura, K. Organometallics 2008, 27, 6400
62. Zhang, W.; Katao, S.; Sun, W.-H.; Nomura, K. Organometallics 2009, 28, 1558
63. Zhang, S.; Tamm, M.; Nomura, K. Organometallics 2011, 30, 2712
64. For example, see: Nomura, K.; Sagara, A.; Imanishi, Y. Macromolecules 2002, 35, 1583
65. Wang, W.; Nomura, K. Macromolecules 2005, 38, 5905
66. Wang, W.; Nomura, K. Adv. Synth. Catal. 2006, 348, 743
67. Onishi, Y.; Katao, S.; Fujiki, M.; Nomura, K. Organometallics 2008, 27, 2590
68. Zhang, S.; Nomura, K. Organometallics 2009, 28, 5925
69. Zhang, S.; Nomura, K. J. Am. Chem. Soc. 2010, 132, 4960
70. 3COH in benzene required 30 h at 93-95 °C. It has been known that certain chromium(IV)-tetra(alkyl)s are stable even in alcohols under reflux conditions.
71. For recent examples, see: Nicholas, P.; Ahn, H. S.; Marks, T. J. J. Am. Chem. Soc. 2003, 125, 4325
72. McKittrick, M. W.; Jones, C. W. J. Am. Chem. Soc. 2004, 126, 3052
73. Rhers, B.; Salameh, A.; Baudouin, A.; Quadrelli, E. A.; Taoufik, M.; Copéret, C.; Lefebvre, F.; Basset, J.-M.; Solans-Monfort, X.; Eisenstein, O.; Lukens, W. W.; Lopez, L. P. H.; Sinha, A.; Schrock, R. R. Organometallics 2006, 25, 3554