Catalytic oxidative decarboxylation of malic acid into dimethyl malonate in methanol with dioxygen

ChemSusChem

Volumn 5, Issue 11, 2012, Pages 2151-2154

  Liu, Junxia ^a,b   Du, Zhongtian ^a   Yang, Yanliang ^a,b   Lu, Tianliang ^a,b   Lu, Fang ^a   Xu, Jie ^a  

^a DALIAN INSTITUTE OF CHEMICAL PHYSICS   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

biomass; malic acid; malonic ester; oxidation; sustainable chemistry

Indexed keywords

BASIC STRUCTURE; BI-FUNCTIONAL CATALYSTS; BIOMASS PRODUCTS; C-C BONDS; DIMETHYL MALONATE; DIOXYGENS; HEMIACETALS; MALIC ACIDS; MALONIC ESTER; ONE POT PROCESS; OXIDATIVE DECARBOXYLATION; OXYGEN ATOM; SUSTAINABLE CHEMISTRY;

BIOMASS; CARBOXYLATION; CYANIDES; ESTERIFICATION; ESTERS; METHANOL; OXIDATION;

CHEMICAL BONDS;

MALIC ACID; MALIC ACID DERIVATIVE; MALONIC ACID DERIVATIVE; METHANOL; METHYLMALONIC ACID; OXYGEN;

ARTICLE; CATALYSIS; CHEMISTRY; ENZYME SPECIFICITY; OXIDATION REDUCTION REACTION;

CATALYSIS; MALATES; MALONATES; METHANOL; OXIDATION-REDUCTION; OXYGEN; SUBSTRATE SPECIFICITY;

EID: 84869434679     PISSN: 18645631     EISSN: 1864564X     Source Type: Journal    
DOI: 10.1002/cssc.201200489     Document Type: Article

References (32)

1. F. W. Lichtenthaler, S. Peters, C. R. Chim. 2004, 7, 65-90
2. J. N. Chheda, G. W. Huber, J. A. Dumesic, Angew. Chem. 2007, 119, 7298-7318
3. Angew. Chem. Int. Ed. 2007, 46, 7164-7183
4. A. Corma, S. Iborra, A. Velty, Chem. Rev. 2007, 107, 2411-2502
5. P. Gallezot, ChemSusChem 2008, 1, 734-737
6. Catalysis for Renewables: From Feedstock to Energy Production (Eds.:, G. Centi, R. A. van Santen,), Wiley-VCH, Weinheim, 2007.
7. T. Werpy, G. Petersen, Top Value Added Chemicals from Biomass: Vol. 1-Results of Screening for Potential Candidates from Sugars and Synthesis Gas, National Renewable Energy Laboratory, 2004.
8. J. M. Berg, J. L. Tymoczko, L. Stryer, Biochemistry, 5th ed., W. H. Freeman and Company, New York, 2002, Chap. 17.
9. M. Renz, Eur. J. Org. Chem. 2005, 979-988.
10. H. Strittmatter, S. Hildbrand, P. Pollak, Malonic Acid and Derivative, in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2007.
11. Z. T. Du, J. P. Ma, F. Wang, J. X. Liu, J. Xu, Green Chem. 2011, 13, 554-557
12. J. P. Ma, Z. T. Du, J. Xu, Q. H. Chu, Y. Pang, ChemSusChem 2011, 4, 51-54.
13. F. A. Carey, Organic Chemistry, 7th ed., McGraw-Hill, New York, 2008, pp. 815-817, 892-894.
14. R. Neumann, A. M. Khenkin, Chem. Commun. 2006, 2529-2538
15. C. L. Hill, C. M. Prossermccartha, Coord. Chem. Rev. 1995, 143, 407-455
16. D. E. Katsoulis, Chem. Rev. 1998, 98, 359-387
17. I. V. Kozhevnikov, Chem. Rev. 1998, 98, 171-198.
18. A. Atlamsani, J. M. Bregeault, M. Ziyad, J. Org. Chem. 1993, 58, 5663-5665
19. M. Kirihara, S. Takizawa, T. Momose, J. Chem. Soc. Perkin Trans. 1 1998, 7-8
20. M. Vennat, P. Herson, J. M. Bregeault, G. B. Shul'pin, Eur. J. Inorg. Chem. 2003, 908-917
21. L. El Aakel, F. Launay, A. Atlamsani, J. M. Bregeault, Chem. Commun. 2001, 2218-2219.
22. J. R. Jones, J. S. Littler, W. A. Waters, J. Chem. Soc. 1961, 630-633.
23. M. W. Logue, R. M. Pollack, V. P. Vitullo, J. Am. Chem. Soc. 1975, 97, 6868-6869.
24. M. Kirihara, Y. Ochiai, S. Takizawa, H. Takahata, H. Nemoto, Chem. Commun. 1999, 1387-1388
25. I. A. Weinstock, E. M. G. Barbuzzi, M. W. Wemple, J. J. Cowan, R. S. Reiner, D. M. Sonnen, R. A. Heintz, J. S. Bond, C. L. Hill, Nature 2001, 414, 191-195
26. S. Velusamy, T. Punniyamurthy, Org. Lett. 2004, 6, 217-219
27. S. Kodama, Y. Ueta, J. Yoshida, A. Nomoto, S. Yano, M. Ueshima, A. Ogawa, Dalton Trans. 2009, 9708-9711
28. N. Jiang, A. J. Ragauskas, J. Org. Chem. 2007, 72, 7030-7033
29. S. K. Hanson, R. L. Wu, L. A. Silks, Org. Lett. 2011, 13, 1908-1911
30. Z. T. Du, H. Miao, H. Ma, Z. Q. Sun, J. P. Ma, J. Xu, Adv. Synth. Catal. 2009, 351, 558-562
31. Z. T. Du, J. P. Ma, H. Ma, J. Gao, J. Xu, Green Chem. 2010, 12, 590-592.
32. G. A. Tsigdinos, C. J. Hallada, Inorg. Chem. 1968, 7, 437-441.