Selective green oxidation of alcohols and alkenes with molecular oxygen using supported undecamolybdophosphate under solvent free condition

Chemical Engineering Journal

Volumn 243, Issue , 2014, Pages 183-191

  Pathan, Soyeb ^a   Patel, Anjali ^a  

^a M S UNIVERSITY OF BARODA   (India)

Author keywords

Aerobic; Alcohol; Alkene; Heterogeneous; Oxidation; Undecamolybdophosphate

Indexed keywords

AEROBIC; ENVIRONMENTALLY BENIGN; HETEROGENEOUS; HETEROGENEOUS CATALYST; OXIDATION OF ALCOHOLS; REACTION TEMPERATURE; SOLVENT FREE CONDITIONS; UNDECAMOLYBDOPHOSPHATE;

ALCOHOLS; CATALYST SELECTIVITY; HYDROCARBONS; OLEFINS; OXIDATION; STYRENE;

LOADING;

EID: 84892987794     PISSN: 13858947     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cej.2013.12.098     Document Type: Article

References (39)

1. Larock R.C. Comprehensive Organic Transformations 1999, VCH, New York, pp. 1234-1250.
2. Sheldon R.A., Kochi J.K. Metal-catalyzed Oxidation of Organic Compounds 1981, Academic, New York, pp. 350-382.
3. Trost B.M., Fleming I., Ley S.V. Comprehensive Organic Synthesis 1991, Pergamon, Oxford, 7.
4. Wan Y.S.S., Yeung K.L., Gavriilidis A. TS-1 oxidation of aniline to azoxybenzene in a microstructured reactor. Appl. Catal. A: Gen. 2005, 281:285-293.
5. Peña M.A., Carr D.M., Yeung K.L., Varma A. Ethylene epoxidation in a catalytic packed-bed membrane reactor. Chem. Eng. Sci. 1998, 53:3821-3834.
6. Sun C., Hu B., Liu Z. Efficient and ecofriendly options for the chemoselective oxidation of alkenes using manganese porphyrin and dioxygen. Chem. Eng. J. 2013, 232:96-103.
7. Shringarpure P., Patel A. Supported undecatungstophosphate: an efficient recyclable bi-functional catalyst for esterification of alcohols as well as selective oxidation of styrene. Chem. Eng. J. 2011, 173:612-619.
8. Huang J., Liu C., Sun D., Hong Y., Du M., Odoom-Wubah T., Fang W., Li Q. Biosynthesized gold nanoparticles supported over TS-1 toward efficient catalyst for epoxidation of styrene. Chem. Eng. J. 2014, 235:215-223.
9. 2 as oxidant. Chem. Eng. J. 2013, 225:266-270.
10. 2. Chem. Eng. J. 2014, 239:19-25.
11. Zhao P., Leng Y., Wang J. Heteropolyanion-paired cross-linked ionic copolymer: an efficient heterogeneous catalyst for hydroxylation of benzene with hydrogen peroxide. Chem. Eng. J. 2012, 204-206:72-78.
12. 2. Science 2005, 309:1824-1826.
13. Stahl S.S. Palladium oxidase catalysis: selective oxidation of organic chemicals by direct dioxygen-coupled turnover. Angew. Chem. Int. Ed. 2004, 43:3400-3420.
14. 2 carbon by Pd(II)-catalyzed reactions involving oxidant agents. Chem. Rev. 2007, 107:5318-5365.
15. Piera J., Bäckvall J.-E. Catalytic oxidation of organic substrates by molecular oxygen and hydrogen peroxide by multistep electron transfer - a biomimetic approach. Angew. Chem. Int. Ed. 2008, 47:3506-3523.
16. Parmeggiani C., Cardona F. Transition metal based catalysts in the aerobic oxidation of alcohols. Green Chem. 2012, 14:547-564.
17. Sheldon R.A., Arends I.W.C.E., Dijksman A. New developments in catalytic alcohol oxidations for fine chemicals synthesis. Catal. Today 2000, 57:157-166.
18. Komiya N., Nakae T., Sat H., Naota T. Water-soluble diruthenium complexes bearing acetate and carbonate bridges: highly efficient catalysts for aerobic oxidation of alcohols in water. Chem. Commun. 2006, 4829-4831.
19. Wang Q., Zhang Y., Zheng G., Tian Z., Yang G. Base-free copper-catalyzed aerobic oxidation of benzylic alcohols with N-benzylidene-N,N-dimethylthane-1,2-diamine and TEMPO. Catal. Commun. 2011, 14:92-95.
20. Zhao G., Hu H., Deng M., Lu Y. Microstructured Au/Ni-fiber catalyst for low-temperature gas-phase selective oxidation of alcohols. Chem. Commun. 2011, 9642-9644.
21. 40) combined with cetylpyridinium bromide in the epoxidation of cyclopentene. J. Mol. Catal. A: Chem. 2005, 230:121-128.
22. 2, as insoluble solid bifunctional catalysts: synthesis and selective oxidation of benzyl alcohol in liquid-solid systems. Appl. Catal. A: Gen. 2001, 218:91-99.
23. Li M., Shen J., Ge X., Chen X. Characterization and catalytic performance of supported molybdophosphoric acid catalysts for the oxidation of propylene to acetone. Appl. Catal. A: Gen. 2001, 206:161-169.
24. 40 (n≥3) for oxidation of ethanol. Appl. Catal. A: Gen. 2000, 194-195:123-127.
25. Li W., Lee K., Oshihara K., Ueda W. Catalytic performance for propane selective oxidation and surface properties of 12-molybdophosphoric acid treated with pyridine. Appl. Catal. A: Gen. 1999, 182:357-363.
26. 40-based heteropoly compounds. J. Catal. 1996, 163:87-94.
27. Veen J.A.R., Sundmeijer O., Emeis C.A., De Wit H.J. On the identification of molybdophosphate complexes in aqueous solution. J. Chem. Soc., Dalton Trans. 1986, 1825-1831.
28. Combs-Walker L.A., Hill C.L. Stabilization of the defect ("lacunary") complex polymolybdophosphate, PMo11O397- Isolation, purification, stability characteristics, and metalation chemistry. Inorg. Chem. 1991, 30:4016-4026.
29. Pathan S., Patel A. Novel heterogeneous catalyst, supported undecamolybdophosphate: synthesis, physico-chemical characterization and solvent-free oxidation of styrene. Dalton Trans. 2011, 40:348-355.
30. Patel A., Pathan S. Solvent free selective oxidation of styrene and benzyl alcohol to benzaldehyde over an eco-friendly and reusable catalyst, undecamolybdophosphate supported onto neutral alumina. Ind. Eng. Chem. Res. 2012, 51:732-740.
31. Bhatt N., Patel A. Esterification of 1° and 2° alcohol using an ecofriendly solid acid catalyst comprising 12-tungstosilicic acid and hydrous zirconia. J. Mol. Catal. A: Chem. 2005, 238:223-228.
32. Bella F., Pugliese D., Nair J.R., Sacco A., Bianco S., Gerbaldi C., Barolo C., Bongiovanni R. A UV-crosslinked polymer electrolyte membrane for quasi-solid dye-sensitized solar cells with excellent efficiency and durability. Phys. Chem. Chem. Phys. 2013, 15:3706-3711.
33. Holtbruegge J., Heile S., Lutze P., Górak A. Synthesis of dimethyl carbonate and propylene glycol in a pilot-scale reactive distillation column: experimental investigation, modeling and process analysis. Chem. Eng. J. 2013, 234:448-463.
34. Pugliese D., Bella F., Cauda V., Lamberti A., Sacco A., Tresso E., Bianco S. A chemometric approach for the sensitization procedure of ZnO flowerlike microstructures for dye-sensitized solar cells. ACS Appl. Mater. Interfaces 2013, 5:11288-11295.
35. Yu W.-Y., Mullen G.M., Mullins C.B. Hydrogen adsorption and absorption with Pd-Au bimetallic surfaces. J. Phys. Chem. C 2013, 117:19535-19543.
36. Bhatt N., Patel A. Liquid phase cyclohexylation of phenol with cyclohexene using 12-tungstosilicicacid supported onto different supports. J. Mol. Catal. A: Chem. 2007, 264:214-219.
37. Balogh-Hergovicha E., Speier G. Catalytic oxidation of alcohols to carbonyl compounds with hydrogen peroxide using dinuclear iron complexes. J. Mol. Catal. A: Chem. 2005, 230:79-83.
38. Sheldon A., Walau M., Arends I.W.C.E., Schuchurdt U. Heterogeneous catalysts for liquid-phase oxidations: philosophers' stones or Trojan horses?. Acc. Chem. Res. 1998, 31:485-493.
39. Xu G., Xia Q.-H., Lu X.-H., Zhang Q., Zhan H.-J. Selectively catalytic epoxidation of styrene with dry air over the composite catalysts of Co-ZSM-5 coordinated with ligands. J. Mol. Catal. A: Chem. 2007, 266:180-187.