Citation:
Abdol R. Hajipour, Hirbod Karimi, Afshin Koohi. Selective oxidation of alcohols over nickel zirconium phosphate[J]. Chinese Journal of Catalysis,
;2015, 36(7): 1109-1116.
doi:
10.1016/S1872-2067(14)60315-6
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Nickel zirconium phosphate nanoparticles were found to function as efficient catalysts for the selective oxidation of a wide range of alcohols to their corresponding ketones and aldehydes using H2O2 as an oxidizing agent and without any organic solvents, phase transfer catalysts, or additives. The steric and electronic properties of various substrates had significant influence on the reaction conditions required to achieve acetylation. The results showed that this method can be applied for the chemoselective oxidation of benzyl alcohols in the presence of aliphatic alcohols. The catalyst used in the current study was characterized by ICP-OES, XRD, NH3-TPD, Py-FTIR, N2 adsorption-desorption, SEM and TEM. These analyses revealed that the interlayer distance in the catalyst increased from 0.75 to 0.98 nm when Ni2+ was intercalated between the layers, whereas the crystallinity of the material was reduced. The nanocatalyst could also be recovered and reused at least seven times without any discernible decrease in its catalytic activity. This new method for the oxidation of alcohols has several key advantages, including mild and environmentally friendly reaction conditions, short reaction time, excellent yields and a facile work-up.
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[1]
[1] Gan H M, Zhao X G, Song B N, Guo L, Zhang R, Chen C, Chen J Z, Zhu W W, Hou Z S. Chin J Catal (干慧媚, 赵秀阁, 宋宝宁, 郭立, 张然, 陈晨, 陈吉忠, 朱闻闻, 侯震山. 催化学报), 2014, 35: 1148
-
[2]
[2] Sun L Y, Boo W J, Sue H J, Clearfield A. New J Chem, 2007, 31: 39
-
[3]
[3] Hajipour A R, Karimi H. Mater Lett, 2014, 116: 356
-
[4]
[4] Pet’kov V I, Markin A V, Shchelokov I A, Sukhanov M V, Smirnova N N. Russ J Phys Chem, 2007, 81: 1728
-
[5]
[5] Shi Q S, Tan S Z, Ouyang Y S, Yang Q H, Chen A M, Li W R, Shu X L, Feng J, Fang J, Chen Y B. Adv Matter Res, 2011, 150-151: 852
-
[6]
[6] Cai X, Dai G J, Tan S Z, Ouyang Y, Ouyang Y S, Shi Q S. Mater Lett, 2012, 67: 199
-
[7]
[7] Wang Q, Yu J F, Liu J J, Guo Z H, Umar A, Sun L Y. Sci Adv Mater, 2013, 5: 469
-
[8]
[8] Allulli S, Ferragina C, La Ginestra A, Massucci M A, Tomassini N, Tomlinson A A G. J Chem Soc, Dalton Trans, 1976: 2115
-
[9]
[9] Shpeizer B, Poojary D M, Ahn K, Runyan C E Jr, Clearfield A. Science, 1994, 266: 1357
-
[10]
[10] Shpeizer B G, Sylvester P, Cahill R A, Clearfield A. Chem Mater, 1999, 11: 1201
-
[11]
[11] Giannoccaro P, Gargano M, Fanizzi A, Ferragina C, Aresta M. Appl Catal A, 2005, 284: 77
-
[12]
[12] Khare S, Chokhare R. J Mole Catal A, 2012, 353-354: 138
-
[13]
[13] Yang Y H, Dai G J, Tan S Z, Liu Y L, Shi Q S, Ouyang Y S. J Rare Earths, 2011, 29: 308
-
[14]
[14] Dai G J, Yu A L, Cai X, Shi Q S, Ouyang Y S, Tan S S. J Rare Earths, 2012, 30: 820
-
[15]
[15] Zhang Q R, Du W, Pan B C, Pan B J, Zhang W M, Zhang Q J, Xu Z W, Zhang Q X. J Hazard Mater, 2008, 152: 469
-
[16]
[16] Costantino U, Szirtes L, Kuzmann E, Megyeri J, Lázár K. Solid State Ionics, 2001, 141-142: 359
-
[17]
[17] Khare S, Chokhare R. J Mol Catal A, 2011, 344: 83
-
[18]
[18] Wang X Y, Hua W M, Yue Y H, Gao Z. Chem J Chin Univ (王雪燕, 华伟明, 乐英红, 高滋. 高等学校化学学报), 2013, 34: 1913
-
[19]
[19] Gawande M B, Deshpande S S, Sonavane S U, Jayaram R V. J Mol Catal A, 2005, 241: 151
-
[20]
[20] Pylinina A I, Mikhalenko I I. Russ J Phys Chem A, 2013, 87: 372
-
[21]
[21] Pylinina A I, Mikhalenko I I. Russ J Phys Chem A, 2011, 85: 2109
-
[22]
[22] Hajipour A R, Karimi H, Karimzadeh M. Monatsh Chem, 2014, 145: 1461
-
[23]
[23] Hajipour A R, Karimi H. Chin J Catal (催化学报), 2014, 35: 1529
-
[24]
[24] Hajipour A R, Karimi H. Chin J Catal (催化学报), 2014, 35: 1982
-
[25]
[25] Ahmad J U, Räisänen M T, Leskelä M, Repo T. Appl Catal A, 2012, 411-412: 180
-
[26]
[26] Hu Z Z, Kerton F M. Appl Catal A, 2012, 413-414: 332
-
[27]
[27] Wang P, Cai J, Yang J B, Sun C L, Li L S, Hu H Y, Ji M. Tetrahedron Lett, 2013, 54: 533
-
[28]
[28] Lingaiah N, Reddy K M, Babu N S, Rao K N, Suryanarayana I, Prasad P S S. Catal Commun, 2006, 7: 245
-
[29]
[29] Rao P S N, Rao K T V, Sai Prasad P S, Lingaiah N. Chin J Catal (催化学报), 2011, 32: 1719
-
[30]
[30] Liu L, Ji L Y, Wei Y Y. Monatsh Chem, 2008, 139: 901
-
[31]
[31] Ali S R, Chandra P, Latwal M, Jain S K, Bansal V K, Singh S P. Chin J Catal (催化学报), 2011, 32: 1844
-
[32]
[32] Zhang H, Liu Y, Zhang X G. Chin J Catal (张海, 刘英, 张勋高. 催化学报), 2011, 32: 1693
-
[33]
[33] Zhang H, Fu L L, Zhong H M. Chin J Catal (张华, 付罗岭, 钟红敏. 催化学报), 2013, 34: 1848
-
[34]
[34] Zhou X T, Ji H B. Chin J Catal (周贤太, 纪红兵. 催化学报), 2012, 33: 1906
-
[35]
[35] Farsani M R, Jalilian F, Yadollahi B, Rudbari H A. Polyhedron, 2014, 76: 102
-
[36]
[36] Su H, Yang C. Chin J Catal (苏浩, 杨春. 催化学报), 2014, 35: 1224
-
[37]
[37] Zou X X, Goswami A, Asefa T. J Am Chem Soc, 2013, 135: 17242
-
[38]
[38] Zhou C L, Liu Y. Chin J Catal (周成亮, 刘晔. 催化学报), 2010, 31: 656
-
[39]
[39] Farhadi S, Babazadeh Z, Maleki M. Acta Chim Slov, 2006, 53: 72
-
[40]
[40] Villa A, E-chan-thaw C, Schiavoni M, Campisi S, Wang D, Prati L. Chin J Catal (催化学报), 2014, 35: 945
-
[41]
[41] Yang K H. Acta Chim Slov, 2014, 61: 629
-
[42]
[42] Ma L, Jia L H, Guo X F, Xiang L J. Chin J Catal (马良, 贾丽华, 郭祥峰, 项礼军. 催化学报), 2014, 35: 108
-
[43]
[43] Azarifar D, Najminejad Z, Khosravi K. J Iran Chem Soc, 2013, 10: 979
-
[44]
[44] Chatel G, Monnier C, Kardos N, Voiron C, Andrioletti B, Draye M. Appl Catal A, 2014, 478: 157
-
[45]
[45] Rahimi R, Ghoreishi S Z, Dekamin M G. Monatsh Chem, 2012, 143: 1031
-
[46]
[46] Shaabani A, Farhangi E, Rahmati A. Monatsh Chem, 2008, 139: 905
-
[47]
[47] Moriyama K, Takemura M, Togo H. J Org Chem, 2014, 79: 6094
-
[48]
[48] Karimi B, Rostami F B, Khorasani M, Elhamifar D, Vali H. Tetrahedron, 2014, 70: 6114
-
[49]
[49] Liu X L, Xia Q Q, Zhang Y J, Chen C Y, Chen W Z. J Org Chem, 2013, 78: 8531
-
[50]
[50] Babu S G, Priyadarsini P A, Karvembu R. Appl Catal A, 2011, 392: 218
-
[51]
[51] Wang J M, Yan L, Qian G, Li S Q, Yang K L, Liu H T, Wang X L. Tetrahedron, 2007, 63: 1826
-
[52]
[52] Chen C Y, Liu B, Chen W Z. Synthesis, 2013, 45: 3387
-
[53]
[53] Mojtahedi M M, Saidi M R, Bolourtchian M, Shirzi J S. Monatsh Chem, 2001, 132: 655
-
[54]
[54] Zolfigol M A, Hajjami M, Ghorbani-Choghamarani A. J Iran Chem Soc, 2012, 9: 13
-
[55]
[55] Zhu J, Wang P C, Lu M. Appl Catal A, 2014, 477: 125
-
[56]
[56] Bekhradnia A R, Zahir F, Arshadi S. Monatsh Chem, 2008, 139: 521
-
[57]
[57] Rautiainen S, Simakova O, Guo H F, Leino A R, Kordás K, Murzin D, Leskelä M, Repo T. Appl Catal A, 2014, 485: 202
-
[58]
[58] Pathan S, Patel A. Appl Catal A, 2013, 459: 59
-
[59]
[59] Bahramian B, Mirkhani V, Moghadam M, Amin A H. Appl Catal A, 2006, 315: 52
-
[60]
[60] Özgün B, Yaylaoglu A, Şendil K. Monatsh Chem, 2007, 138: 161
-
[61]
[61] Lou J D, Gao C L, Li L, Fang Z G. Monatsh Chem, 2006, 137: 1071
-
[62]
[62] Tangestaninejad S, Moghadam M, Mirkhani V, Mohammadpoor-Baltork I, Hoseini N. J Iran Chem Soc, 2010, 7: 663
-
[63]
[63] Ghorbani-Choghamarani A, Azadi G. J Iran Chem Soc, 2011, 8: 1082
-
[64]
[64] Hajipour A R, Karimi H. Appl Catal A, 2014, 482: 99
-
[65]
[65] Hajipour A R, Karimi H. Chin J Catal (催化学报), 2014, 35: 1136
-
[66]
[66] Sneddon J. Biochem Pharmacol, 1987, 36: 3723
-
[67]
[67] Birkholz M, Rudert R. Phys Status Solid B, 2008, 245: 1858
-
[68]
[68] Sing K S W, Everett D H, Haul R A W, Moscou L, Pierotti R A, Rouquerol J, Siemieniewska T. Pure Appl Chem, 1985, 57: 603
-
[69]
[69] Corma A. Chem Rev, 1995, 95: 559
-
[70]
[70] Tyagi B, Chudasama C D, Jasra R V. Appl Clay Sci, 2006, 31: 16
-
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