Palladium nanoparticles in ionic liquids: Reusable catalysts for aerobic oxidation of alcohols

Journal of Nanoparticle Research

Volumn 16, Issue 4, 2014, Pages

  Mondal, Arijit ^a   Das, Amit ^a   Adhikary, Bibhutosh ^b   Mukherjee, Deb Kumar ^a  

^a Ramsaday College   (India)

^b INDIAN INSTITUTE OF ENGINEERING SCIENCE AND TECHNOLOGY   (India)

Author keywords

Agglomeration; Ionic liquid; Nanoparticles; Nanostructured catalysts; Oxidation; Palladium

Indexed keywords

AGGLOMERATION; CHLORINE COMPOUNDS; IONIC LIQUIDS; NANOPARTICLES; OXIDATION; PALLADIUM;

AEROBIC ALCOHOL OXIDATIONS; HETEROGENOUS CATALYSIS; HETEROGENOUS CATALYSTS; METAL AGGLOMERATION; NANO-STRUCTURED CATALYST; PALLADIUM NANOPARTICLES; RECYCLABLE CATALYST; ROOM TEMPERATURE IONIC LIQUIDS;

CATALYSTS;

2 BUTANONE; ALKANOL; BARIUM DERIVATIVE; BENZALDEHYDE; BENZYL ALCOHOL; BUTANOL; DIMETHYL SULFOXIDE; HYDROGEN PEROXIDE; IONIC LIQUID; NANOPARTICLE; PALLADIUM; PALLADIUM COMPLEX; PEROXIDE; PYRIDINE; WATER;

ALCOHOL OXIDATION; ARTICLE; CATALYST; DISPERSION; GAS CHROMATOGRAPHY; INFRARED SPECTROSCOPY; PARTICLE SIZE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; RECYCLING; STEREOSPECIFICITY; TRANSMISSION ELECTRON MICROSCOPY;

EID: 84896556644     PISSN: 13880764     EISSN: 1572896X     Source Type: Journal    
DOI: 10.1007/s11051-014-2366-6     Document Type: Article

References (44)

1. Abramowitz S, Acquista N (1971) The infrared spectrum of matrix isolated BaO2. J Res Natl Bur Stand A 75A:23-25
2. Adlin M, Baker MA, Liew KY, Ismail J (2004) Synthesis of chitosan-stabilized Pt and Pd nanoparticles and their hydrogenation activity. J Mol Catal A 212:141-147
3. Chhikara BS, Chandra R, Tandon V (2005) Oxidation of alcohols with hydrogen peroxide catalyzed by a new imidazolium ion based phosphotungstate complex in ionic liquid. J Catal 230:436-440
4. Collier PJ, Iggo JA, Whyman R (1999) A review of modern transition metal nanoclusters. J Mol Catal A 145:44-55
5. Corma A, Abad A, Almela C, Garcia H (2006) Efficient chemoselective alcohol oxidation using oxygen as oxidant superior performance of gold over palladium catalysts. Tetrahedron 62:6666-6670
6. Dyuba SG, Bartsch RA (2001) New room temperature ionic liquids with C-2 symmetrical imidazolium cations. Chem Commun 1466-1467 (Pubitemid 32747802)
7. Dyuba SG, Bartsch RA (2003) Recent advances in application of room temperature ionic liquid. Angew Chem Int Ed 42:148-150
8. Feng B, Hou Z, Yang H, Wang X, Hu Y, Li H, Quia Y, Zhao X, Huang Q (2010) Functionalized polyethyleneglycol stabilized water soluble palladium nanoparticles property/activity relationship for the aerobic oxidation in water. Langmuir 26:2505-2513
9. Ganchegui B, Bouquillon S, Henin F, Muzart J (2002) Palladium catalyzed dehydrogenation of benzylic alcohols in molten ammonium salts, a recyclable. Tetrahedron Lett 43:6641-6644 (Pubitemid 35266603)
10. Ganchegui B, Bouquillon S, Henin F, Muzart J (2004) Palladium- catalyzed isomerization of (homo)-allylic alcohols in molten tetrabutylammonium bromide, a recyclable system. J Mol Catal A 214:65-70
11. Garcia H, Abad A, Corma A (2008) Catalyst parameters determining activity and selectivity of supported gold nanoparticles for the aerobic oxidation of alcohols: the molecular reaction mechanism. Chem Eur J 14:212-222
12. Grätzel M, Bonhote P, Dias A-P, Papageorgiou N, Kalyanasundaram K (1996) Hydrophobic, highly conductive ambient- temperature molten salts. Inorg Chem 35:1168-1178 (Pubitemid 126460673)
13. Hadjipanayis GC, Siegel RW (1994) Nanophase materials: synthesis, properties and applications. Kluwer Academic Publications, London
14. Han J, Rong M, Liu C, Wang H (2009) Catalytic oxidation of alcohols by a double functional ionic liquid [bmim]BF4. Catal Commun 10:362-364
15. Kaneda K, Mori K, Hara T, Mizugaki T, Ebitani K (2004) Hydroxyapatite-supported palladium nanoclusters: a highly active heterogeneous catalyst for selective oxidation of alcohols by use of molecular oxygen. J Am Chem Soc 126:10657-10666 (Pubitemid 39129166)
16. LeBras J, Mukherjee DK, Gongalez S, Moreno-Manas M, Pleixats F, Henin F, Muzart J (2004) Palladium nanoparticles obtained from palladium salts and tributylamine in molten tetrabutylammonium bromide: their use for hydrogenolysis free hydrogenation of olefins. New J Chem 12(28):1550-1554
17. Lee JK, Kim DW, Cheong M, Lee H, Cho BW, Kim HS, Mukherjee DK (2011) Palladium nanoparticles suspended in an ionic liquid as reusable catalyst for alkyne semihydrogenation. Bull Korean Chem Soc 31:1-6
18. Li Y, El-Sayed MA (2001) Effect of stabilizers on the catalytic activity and stability of palladium colloidal nanoparticles. J Phys Chem B 105:8938-8943 (Pubitemid 35338770)
19. Li Y, Hong XM, Collard DM, El-SayedMA(2000) Suzuki cross coupling reactions catalysed by Pd-nanoparticles in aqueous solution. Org Lett 2:2385-2388
20. Liz-Marzan LM, Kamat PV (2003) Nanoscale materials. Kluwer Academic Publications, Boston
21. Mastalir A, Kiraly Z, Szollosi GY, Bartoky M (2000) Preparation of organophilic Pd-montmorillonite: an efficient catalyst in alkyne semihydrogenation. J Catal 194:146-152
22. Mukherjee DK (2003) Polymer supported palladium (II) complexes as hydrogenation catalysts. Indian J Chem 42B:346-352
23. Mukherjee DK (2008) Potential application of palladium nanoparticles as selective recyclable hydrogenation catalysts. J Nanopart Res 10:429-436
24. Muzart J (2006) Ionic liquids as solvents for catalyzed oxidations of organic compounds. Adv Syn Catal 348:275-282
25. Narayan R, El-Sayed MA (2003) Effect of catalysis on the stability of metallic nanoparticles. J Am Chem Soc 125:8340-8347
26. Papp S, Dekany I (2001) Growth of nearly monodisperse palladium nanoparticles on disaggregated kaolinite lamellae. Prog Colloid Polym Sci 117:94-100 (Pubitemid 33750880)
27. Patel HA, Bajaj HC, Jasra RV (2008) Synthesis of Pd and Rh metal nanoparticles in the interlayer space of organically modified montmorillonite. J Nanopart Res 10:625-632 (Pubitemid 351327031)
28. Pernak J, Sobaszkiewiez K, Foksowicz-Flaczyk J (2004) Ionic liquids with symmetrical dialkoxymethyl substituted imidazolium cations. Chem Eur J 10:3479-3485
29. Qian W, Jin E, Bao W, Zhang Y (2005) Clean and highly selective oxidation of alcohols in an ionic liquid by using an ion-supported hypervalent iodine (III) reagent. Angew Chem Int Ed 44:952-960
30. Reetz MT, Maase M (1999) Potential application of nanostructured metal colloids. Adv Mater 9:773-777
31. Reetz MT, Breinbauer R, Wanninger K (1996) Suzuki and Heck reactions catalyzed by preformed palladium clusters and palladium-nickel bimetallic clusters. Tetrahedron Lett 26:4499-4502 (Pubitemid 26257357)
32. Sheldon RA (2001) Catalytic reactions in ionic liquids. Chem Commun 23:2399-2407
33. Sheldon RA, Arends IWCE, Brink G-JT (2006) Palladiumneocuproine catalyzed aerobic oxidation of alcohols in aqueous solvents. J Mol Catal A 251:246-254
34. Sheldon RA, Mifsud M, Parkhomenko KV, Arends IWCE (2010) Pd nanoparticles as catalysts for green and sustainable oxidation of functionalized alcohols in aqueous media. Tetrahedron 66:1040-1044
35. Sigman MS, Jensen DR, Pugsley JS (2001) Palladium-catalyzed enantioselective oxidation of alcohols using molecular oxygen. J Am Chem Soc 123:7475-7476 (Pubitemid 32879485)
36. Sigman MS, Schultz MJ, Park CC (2002) A convenient palladium catalyzed aerobic oxidation of alcohols at room temperature. Chem Commun 3034-3035 (Pubitemid 36044172)
37. Stahl SS (2004) Palladium oxidase catalysis: selective oxidation of organic chemicals by direct dioxygen-coupled turnover. Angew Chem Int Ed 43:3400-3420 (Pubitemid 39268857)
38. Stahl SS, Steinhoff BA (2002) Ligand modulated palladium oxidation catalysis: mechanistic insights into aerobic alcohol oxidation with Pd(OAc)2/pyridine catalyst system. Org Lett 4:4179-4181
39. Stahl SS, Steinhoff BA, Fix SR (2002) Mechanistic study of alcohol oxidation by the Pd(OAc)2/O2/DMSO catalyst system and implications for the development of improved aerobic oxidation catalysts. J Am Chem Soc 124:766-768
40. Strimbu L, Liu J, Kaifer AE (2003) Cyclodextrin-capped palladium nanoparticles as catalysts for the Suzuki reaction. Langmuir 19:483-489
41. Wasserscheid P, Keim W (2000) Ionic liquids, industrial applications to green chemistry. Angew Chem Int Ed 39:3772-3789
42. Welton T (1999) Room temperature ionic liquids-solvent for synthesis and catalysis. Chem Rev 99:2071-2083 (Pubitemid 129585179)
43. Xie H, Zhang S, Duan H (2004) An ionic liquid based on a cyclic guanidium cation is an efficient medium for selective oxidation of benzyl alcohols. Tetrahedron Lett 45:2013-2017
44. Yang Y, Saoud KM, Abdelsayed V, Glaspel G, Deevi S, El- Shall MS (2006) Vapour phase synthesis of supported Pd, Au and unsupported bimetallic nanoparticle catalysts for CO oxidation. Catal Commun 7:281-284