Ruthenium-catalyzed nitrile hydration reactions using glycerol as solvent

Glycerol: Production, Structure and Applications

Volumn , Issue , 2012, Pages 249-261

  Díaz Álvarez, Alba E ^a   García Álvarez, Rocío ^a   Crochet, Pascale ^a   Cadierno, Victorio ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

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EID: 84893011485     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter

References (61)

1. The Chemistry of Amides; Zabicky, J., Ed.; Wiley: New York, 1970.
2. The Amide Linkage: Structural Significance in Chemistry, Biochemistry and Materials Science; Greenberg, A.; Breneman, C. M.; Liebman, J. F., Eds.; Wiley: New York, 2000.
3. Polyesters and Polyamides; Deopura, B. L.; Gupta, B.; Joshi, M.; Alagirusami, R., Eds.; CRC Press: Boca Raton, 2008.
4. Johansson, I. In Kirk-Othmer Encyclopedia of Chemical Technology; Wiley: New York, 2004; Vol. 2, pp 442-463.
5. Allen, C. L.; Williams, J. M. J. Chem. Soc. Rev. 2011, 40, 3405-3415.
6. Bailey, P. D.; Mills, T. J.; Pettecrew, R.; Price, R. A. In Comprehensive Organic Functional Group Transformations II; Katritzky, A. R.; Taylor, R. J. K., Eds.; Elsevier: Oxford, 2005; Vol. 5, pp 201-294.
7. Methoden Org. Chem. (Houben Weyl); Dopp, D.; Dopp, H., Eds.; Thieme Verlag: Stuttgart, 1985; Vol. E5(2), pp 1024-1031.
8. Parkins, A. W. Platinum Metals Rev. 1996, 40, 169-174.
9. Kukushkin, V. Y.; Pombeiro, A. J. L. Chem. Rev. 2002, 102, 1771-1902.
10. Kukushkin, V. Y.; Pombeiro, A. J. L. Inorg. Chim. Acta 2005, 358, 1-21.
11. Ahmed, T. J.; Knapp, S. M. M.; Tyler, D. R. Coord. Chem. Rev. 2011, 255, 949-974.
12. Murahashi, S.-I.; Sasao, S.; Saito, E.; Naota, T. J. Org. Chem. 1992, 57, 2521-2523.
13. Murahashi, S.-I.; Sasao, S.; Saito, E.; Naota, T. Tetrahedron 1993, 49, 8805-8826.
14. Murahashi, S.-I.; Takaya, H. Acc. Chem. Res. 2000, 33, 225-233.
15. Ghaffar, T.; Parkins, A. W. Tetrahedron Lett. 1995, 36, 8657-8660.
16. Akisanya, J.; Parkins, A. W.; Steed, J. W. Org. Proc. Res. Dev. 1998, 2, 274-276.
17. Ghaffar, T.; Parkins, A. W. J. Mol. Catal. A: Chem. 2000, 160, 249-261.
18. Jiang, X.-B.; Minnaard, A. J.; Feringa, B. L.; de Vries, J. G. J. Org. Chem. 2004, 69, 2327-2331.
19. Oshiki, T.; Yamashita, H.; Sawada, K.; Utsunomiya, M.; Takahashi, K.; Takai, K. Organometallics 2005, 24, 6287-6290.
20. Goto, A.; Endo, K.; Saito, S. Angew. Chem. Int. Ed. 2008, 47, 3607-3609.
21. Gieling, R. G.; Groen, M. B. PCT Int. Appl. WO2006/097342, 2006 (Synthon B. V.).
22. Harrington, P. M.; Jung, M. E. US Patent US5354868, 1994 (American Cyanamid Co.).
23. Yamada, H.; Kobayashi, M. Biosci. Biotech. Biochem. 1996, 60, 1391-1400.
24. van Pelt, S.; van Rantwijk, F.; Sheldon, R. A. In Focus in Catalysis Applications (supplement to Chimica Oggi/Chemistry Today); Teknoscienze Srl: Milano, Italy, 2008; Vol. 26, pp 2-4.
25. Sanchez, S.; Demain, A. L. Org. Process Res. Dev. 2011, 15, 224-230.
26. Li, B.; Su, J.; Tao, J. Org. Process Res. Dev. 2011, 15, 291-293.
27. Anastas, P. T.; Warner, J. C. In Green Chemistry: Theory and Practice; Oxford University Press: Oxford, 1998.
28. Matlack, A. S. In Introduction to Green Chemistry; Marcel Dekker: New York, 2001.
29. Lancaster, M. In Handbook of Green Chemistry and Technology; Clark, J. H., Macquarrie, D. J., Eds.; Blackwell Publishing: Abingdon, 2002.
30. Lancaster, M. In Green Chemistry: An Introductory Text; RSC Publishing: Cambridge, 2010.
31. Nelson, W. M. In Green Solvents for Chemistry: Perspectives and Practice; Oxford University Press: New York, 2003.
32. Clark, J. H.; Taverner, S. J. Org. Process Res. Dev. 2007, 11, 149-155.
33. Kerton, F. M. In Alternative Solvents for Green Chemistry; RSC Publishing: Cambridge, 2009.
34. Cadierno, V.; Francos, J.; Gimeno, J. Chem. Eur. J. 2008, 14, 6601-6605.
35. Cadierno, V.; Díez, J.; Francos, J.; Gimeno, J. Chem. Eur. J. 2010, 16, 9808-9817.
36. García-Álvarez, R.; Díez, J.; Crochet, P.; Cadierno, V. Organometallics 2010, 29, 3955-3965.
37. García-Álvarez, R.; Francos, J.; Crochet, P.; Cadierno V. Tetrahedron Lett. 2011, 52, 4218-4220.
38. García-Álvarez, R.; Díez, J.; Crochet, P.; Cadierno V. Organometallics 2011, 30, 5442-5451.
39. Sheldon, R. A.; Arends, I.; Hanefeld, U. In Green Chemistry and Catalysis; Wiley-VCH: Weinheim, 2007.
40. Recoverable and Recyclable Catalysts; Benaglia, M., Ed.; John Wiley & Sons: Chichester, 2009.
41. Aqueous Organometallic Chemistry and Catalysis; Horváth, I. T.; Joó, F., Eds.; Kluwer: Dodrecht, 1995.
42. Aqueous-Phase Organometallic Catalysis: Concepts and Applications; Cornils, B.; Herrmann, W. A., Eds.; Wiley-VCH: Weinheim, 1998.
43. Aqueous Organometallic Catalysis; Horváth, I. T.; Joó, F., Eds.; Kluwer: Dodrecht, 2001.
44. García-Garrido, S. E.; Francos, J.; Cadierno, V.; Basset, J. M.; Polshettiwar, V. ChemSusChem 2011, 4, 104-111.
45. Pagliaro, M.; Rossi, M. In The Future of Glycerol: New Usages for a Versatile Raw Material; RSC Publishing: Cambridge, 2008.
46. Gu, Y.; Jérôme, F. Green Chem. 2010, 12, 1127-1138.
47. Díaz-Álvarez, A. E.; Francos, J.; Lastra-Barreira, B.; Crochet, P.; Cadierno, V. Chem. Commun. 2011, 47, 6208-6227.
48. Wolfson, A.; Dlugy, C.; Tavor, D. In Homogeneous Catalysis: Types, Reactions and Applications; Poehler, A. C., Ed.; Nova Science Publishers: New York, 2011, pp 185-203.
49. Francos, J.; Cadierno, V. Green Chem. 2010, 12, 1552-1555.
50. Lastra-Barreira, B.; Francos, J.; Crochet, P.; Cadierno, V. Green Chem. 2011, 13, 307-313.
51. Catalyst recycling was also possible in the ruthenium-catalyzed reduction of allylic alcohols, using glycerol as solvent and hydrogen donor, recently developed by us: Díaz-Álvarez, A. E.; Crochet, P.; Cadierno, V. Catal. Commun. 2011, 13, 91-96.
52. Dallinger, D.; Kappe, O. C. Chem. Rev. 2007, 107, 2563-2591.
53. Polshettiwar, V.; Varma, R. S. Chem. Soc. Rev. 2008, 37, 1546-1557.
54. Polshettiwar, V.; Varma, R. S. Acc. Chem. Res. 2008, 41, 629-639.
55. Aqueous Microwave-Assisted Chemistry; Polshettiwar, V.; Varma, R. S., Eds.; RSC Publishing: Cambridge, 2010.
56. AIST: RIO-DB Spectral Database for Organic Compounds; National Institute of Advanced Industrial Science and Technology (AIST), Japan.
57. Li, X.-Q.; Wang, W.-K.; Han, Y.-X.; Zhang, C. Adv. Synth. Catal. 2010, 352, 2588-2598.
58. Zibarev, A. V.; Furin, G. G.; Yakobson, G. G. Izv. Sibir. Otd. Akad Nauk, Ser. Khim. 1980, 107-112.
59. Ali, M. A.; Punniyamurthy, T. Adv. Synth. Catal. 2010, 352, 288-292.
60. Van Baelen, G.; Maes, B. U. W. Tetrahedron 2008, 64, 5604-5619.
61. Yi, C. S.; Zeczycki, T. N.; Lindeman, S. V. Organometallics 2008, 27, 2030-2035.