Iron-based catalysts for the hydrogenation of esters to alcohols

Journal of the American Chemical Society

Volumn 136, Issue 22, 2014, Pages 7869-7872

  Chakraborty, Sumit ^a   Dai, Huiguang ^a   Bhattacharya, Papri ^a   Fairweather, Neil T ^b   Gibson, Michael S ^b   Krause, Jeanette A ^a   Guan, Hairong ^a  

^a UNIVERSITY OF CINCINNATI   (United States)

^b PROCTER AND GAMBLE COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; CATALYSTS; CHEMICAL INDUSTRY; CONSUMER PRODUCTS; ESTERS; HYDROGENATION;

BROAD APPLICATION; CURRENT TECHNOLOGY; ESTER HYDROGENATION; EXTREME TEMPERATURES; FATTY ACID METHYL ESTER; HETEROGENEOUS CATALYST; HOMOGENEOUS CATALYST; IRON-BASED CATALYST;

ESTERIFICATION;

ALCOHOL DERIVATIVE; CINNAMYL ALCOHOL; COCONUT OIL; DETERGENT; ESTER; FATTY ACID ESTER; IRON;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; ELECTROPHILICITY; HYDROGEN BOND; HYDROGENATION; REACTION TIME; SOLID STATE;

EID: 84901948652     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja504034q     Document Type: Article

References (37)

1. Analysis of the natural fatty alcohol market in Southeast Asia; P710-01-00-00-00; Frost & Sullivan: Singapore, 2013.
2. Rieke, R. D.; Thakur, D. S.; Roberts, B. D.; White, G. T. J. Am. Oil Chem. Soc. 1997, 74, 333-339
3. Teunissen, H. T.; Elsevier, C. J. Chem. Commun. 1997, 667-668
4. Grey, R. A.; Pez, G. P.; Wallo, A. J. Am. Chem. Soc. 1981, 103, 7536-7542
5. Nomura, K.; Ogura, H.; Imanishi, Y. J. Mol. Catal. A: Chem. 2002, 178, 105-114
6. Teunissen, H. T.; Elsevier, C. J. Chem. Commun. 1998, 1367-1368
7. Zhang, J.; Leitus, G.; Ben-David, Y.; Milstein, D. Angew. Chem., Int. Ed. 2006, 45, 1113-1115
8. Saudan, L.; Dupau, P.; Riedhauser, J.-J.; Wyss, P. (Firmenich SA), Patent WO 2006106483 and WO 2006106484, 2006.
9. Saudan, L. A.; Saudan, C. M.; Debieux, C.; Wyss, P. Angew. Chem., Int. Ed. 2007, 46, 7473-7476
10. Fogler, E.; Balaraman, E.; Ben-David, Y.; Leitus, G.; Shimon, L. J. W.; Milstein, D. Organometallics 2011, 30, 3826-3833
11. Zhang, J.; Balaraman, E.; Leitus, G.; Milstein, D. Organometallics 2011, 30, 5716-5724
12. Takebayashi, S.; Bergens, S. H. Organometallics 2009, 28, 2349-2351
13. Kuriyama, W.; Ino, Y.; Ogata, O.; Sayo, N.; Saito, T. Adv. Synth. Catal. 2010, 352, 92-96
14. Kuriyama, W.; Matsumoto, T.; Ogata, O.; Ino, Y.; Aoki, K.; Tanaka, S.; Ishida, K.; Kobayashi, T.; Sayo, N.; Saito, T. Org. Process Res. Dev. 2012, 16, 166-171
15. O, W. W. N.; Lough, A. J.; Morris, R. H. Chem. Commun. 2010, 46, 8240-8242
16. O, W. W. N.; Morris, R. H. ACS Catal. 2013, 3, 32-40
17. Sun, Y.; Koehler, C.; Tan, R.; Annibale, V. T.; Song, D. Chem. Commun. 2011, 47, 8349-8351
18. Carpenter, I.; Eckelmann, S. C.; Kuntz, M. T.; Fuentes, J. A.; France, M. B.; Clark, M. L. Dalton Trans. 2012, 41, 10136-10140
19. Spasyuk, D.; Smith, S.; Gusev, D. G. Angew. Chem., Int. Ed. 2012, 51, 2772-2775
20. Spasyuk, D.; Gusev, D. G. Organometallics 2012, 31, 5239-5242
21. Spasyuk, D.; Smith, S.; Gusev, D. G. Angew. Chem., Int. Ed. 2013, 52, 2538-2542
22. Ito, M.; Ootsuka, T.; Watari, R.; Shiibashi, A.; Himizu, A.; Ikariya, T. J. Am. Chem. Soc. 2011, 133, 4240-4242
23. Touge, T.; Hakamata, T.; Nara, H.; Kobayashi, T.; Sayo, N.; Saito, T.; Kayaki, Y.; Ikariya, T. J. Am. Chem. Soc. 2011, 133, 14960-14963
24. Junge, K.; Wendt, B.; Westerhaus, F. A.; Spannenberg, A.; Jiao, H.; Beller, M. Chem.-Eur. J. 2012, 18, 9011-9018
25. Westerhaus, F. A.; Wendt, B.; Dumrath, A.; Wienhöfer, G.; Junge, K.; Beller, M. ChemSusChem 2013, 6, 1001-1005
26. Ziebart, C.; Jackstell, R.; Beller, M. ChemCatChem. 2013, 5, 3228-3231
27. Liu, C.; Xie, J.-H.; Li, Y.-L.; Chen, J.-Q.; Zhou, Q.-L. Angew. Chem., Int. Ed. 2013, 52, 593-596
28. Dub, P. A.; Ikariya, T. ACS Catal. 2012, 2, 1718-1741
29. Clarke, M. L. Catal. Sci. Technol. 2012, 2, 2418-2423
30. Saudan, L. A. Hydrogenation of Esters. In Sustainable Catalysis: Challenges and Practices for the Pharmaceutical and Fine Chemical Industries; Dunn, P. J.; Hii, K. K.; Krische, M. J.; Williams, M. T., Eds.; Wiley: Hoboken, NJ, 2013; chapter 2.
31. Bertoli, M.; Choualeb, A.; Lough, A. J.; Moore, B.; Spasyuk, D.; Gusev, D. G. Organometallics 2011, 30, 3479-3482
32. Acosta-Ramirez, A.; Bertoli, M.; Gusev, D. G.; Schlaf, M. Green Chem. 2012, 14, 1178-1188
33. Chakraborty, S.; Guan, H. Dalton Trans. 2010, 39, 7427-7436
34. Plietker, B., Ed. Iron Catalysis in Organic Chemistry: Reactions and Applications; Wiley-VCH: Weinheim, Germany, 2008.
35. Zell, T.; Ben-David, Y.; Milstein, D. Angew. Chem., Int. Ed. 2014, 53, 4685-4689
36. Alberico, E.; Sponholz, P.; Cordes, C.; Nielsen, M.; Drexler, H.-J.; Baumann, W.; Junge, H.; Beller, M. Angew. Chem., Int. Ed. 2013, 52, 14162-14166
37. Koehne, I.; Schmeier, T. J.; Bielinski, E. A.; Pan, C. J.; Lagaditis, P. O.; Bernskoetter, W. H.; Takase, M. K.; Würtele, C.; Hazari, N.; Schneider, S. Inorg. Chem. 2014, 53, 2133-2143