Low-temperature rhodium-catalyzed dehydration of primary alcohols promoted by tetralkylammonium and imidazolium halides

Organometallics

Volumn 29, Issue 18, 2010, Pages 4001-4003

  Dowson, George R M ^a   Shishkov, Igor V ^a   Wass, Duncan F ^a  

^a UNIVERSITY OF BRISTOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

HALIDE SALTS; IMIDAZOLIUM; LOW TEMPERATURES; PRIMARY ALCOHOLS; RHODIUM COMPLEXES; RHODIUM-CATALYZED; TETRAALKYLAMMONIUM; TETRALKYLAMMONIUM;

DEHYDRATION; DEWATERING; RHODIUM;

RHODIUM COMPOUNDS;

EID: 77956910712     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om100716t     Document Type: Article

References (35)

1. Arpe, H. J. In Industrielle Organische Chemie: Bedeutende Vor- Und Zwischenprodukte, 6 th ed.; Wiley-VCH: Weinheim, Germany, 2007.
2. Demirbas, M. F.; Balat, M. Energy Convers. Manag. 2006, 47, 2371
3. Gnansounou, E.; Dauriat, A. J. Sci. Ind. Res. 2005, 64, 809
4. Hansen, A. C.; Zhang, Q.; Lyne, P. W. L. Bioresour. Technol. 2005, 96, 277
5. Danner, H.; Braun, R. Chem. Soc. Rev. 1999, 28, 395
6. Kvisle, S.; Aguero, A.; Sneeden, R. P. A. Appl. Catal. 1988, 43, 117
7. Ndou, A. S.; Plint, N.; Coville, N. J. Appl. Catal. A: Gen. 2003, 251, 337
8. Gucbilmez, Y.; Dogu, T. Ind. Eng. Chem. Res. 2006, 45, 3496
9. Inaba, M; Murata, M.; Saito, M.; Takahara, I. React. Kinet. Catal. Lett. 2006, 88, 135
10. Tsuchida, T.; Yoshioka, T.; Sakuma, S.; Takeguchi, T.; Ueda, W. Ind. Eng. Chem. Res. 2008, 47, 1443
11. Talukdar, A. K.; Bhattacharyya, K. G.; Sivasanker, S. Appl. Catal. A: Gen. 1997, 148, 357
12. Takahara, I.; Saito, M.; Inaba, M.; Murata, K. Catal. Lett. 2005, 105, 249
13. Phillips, C. B.; Datta, R. Ind. Eng. Chem. Res. 1997, 36, 4466
14. van Mao, R. L.; Nguyen, T. M.; Maclaughlin, G. P. Appl. Catal. 1989, 48, 265
15. Lee, K. Y.; Arai, T.; Nakata, S.; Asaoka, S.; Okuhara, T.; Misono, M. J. Am. Chem. Soc. 1992, 114, 2836
16. Knoezinger, H. Angew. Chem., Int. Ed. Engl. 1968, 7, 791
17. Yoneda, N.; Kusano, S.; Yasui, M.; Pujado, P.; Wilcher, S. Appl. Catal., A 2001, 221, 253
18. Ellis, P. R.; Pearson, J. M.; Haynes, A.; Adams, H.; Bailey, N. A.; Maitlis, P. M. Organometallics 1994, 13, 3215 and references cited therein
19. Maitlis, P. M.; Haynes, A.; James, B. R.; Catellani, M.; Chiusoli, G. P. Dalton Trans. 2004, 3409
20. Smith, B. L.; Torrence, G. P.; Murphy, M. A.; Aguiló, A. J. Mol. Catal. 1987, 39, 115
21. Murphy, M. A.; Smith, B. L.; Torrence, G. P.; Aguiló, A. J. Mol. Catal. 1986, 303, 257
22. So-called "abnormal" carbenes cannot be ruled out by this observation but, given the very similar performance of tetraalkylammonium halides, are unlikely to be important for these catalysts. Abnormal carbenes: Schuster, O.; Yang, L.; Raubenheimer, H. G.; Albrecht, M. Chem. Rev. 2009, 109, 3445
23. Ionic Liquids in Synthesis; Wasserscheid, P.; Welton, T., Eds.; Wiley-VCH: Weinheim, Germany, 2002.
24. Weldon, T. Chem. Rev. 1999, 99, 2071
25. Dupont, J.; de Souza, R. F.; Suarez, P. A. Z. Chem. Rev. 2002, 102, 3667
26. Parvulescu, V. I.; Hardacre, C. Chem. Rev. 2007, 107, 2615
27. Promoting effect of ionic liquids: Sliger, M. D.; PPool, S. J.; Traylor, R. K.; McNeil, J., III; Young, S. H.; Hoffmann, N. W.; Klingshirn, M. A.; Rogers, R. D.; Shaughnessy, K. H. J. Organomet. Chem. 2005, 690, 3540
28. PPool, S. J.; Klingshirn, M. A.; Rogers, R. D.; Shaughnessy, K. H. J. Organomet. Chem. 2005, 690, 3522
29. Yadav, G. D. Top. Catal. 2004, 29, 141
30. Albanese, D.; Landini, D.; Maia, A.; Penso, M. J. Mol. Catal. A: Chem. 1999, 150, 113
31. Jin, G.; Morgner, H.; Ido, T.; Goto, S. Catal. Lett. 2003, 86, 207
32. Jeffery, T. Tetrahedron 1996, 52, 10113
33. Vallarino, L. M. Inorg. Chem. 1965, 4, 161
34. Fulford, A.; Bailey, N. A.; Adams, H.; Maitlis, P. M. J. Organomet. Chem. 1991, 417, 139
35. Roe, D. C.; Sheridan, R. E.; Bunel, E. E. J. Am. Chem. Soc., 1994, 116, 1163