OALib Journal期刊
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ZnAl2O4@SiO2nanocompositecatalystfortheacetylationofalcohols,phenolsandamineswithaceticanhydrideundersolvent-freeconditions
DOI: 10.1016/S1872-2067(12)60758-X, PP. 368-375
Keywords: Spinel-typeoxide,Zincaluminate,Silica,Sol-gelprocess,Nanocomposite,Heterogeneouscatalyst,Acetylation,Solvent-freecondition
Abstract:
?AZnAl2O4@SiO2nanocompositewaspreparedfrommetalnitratesandtetraethylorthosilicatebythesol-gelprocess,andcharacterizedbyX-raydiffraction,Fouriertransforminfrared,transmissionelectronmicroscopy,andN2adsorption-desorptionmeasurements.Thenanocompositewastestedasaheterogeneouscatalystfortheacetylationofalcohols,phenols,andaminesundersolvent-freeconditions.Underoptimizedconditions,efficientacetylationofthesesubstrateswithaceticanhydrideovertheZnAl2O4@SiO2nanocompositewasobtained.Acetylationofanilinesandprimaryaliphaticaminesproceededrapidlyatroomtemperature,whilethereactiontimewaslongerfortheacetylationofalcoholsandphenols,showingthatanamineNH2groupcanbeselectivelyacetylatedinthepresenceofalcoholicorphenolicOHgroups.Thecatalystcanbereusedwithoutobviouslossofcatalyticactivity.ThecatalyticactivityoftheZnAl2O4@SiO2nanocompositewashigherthanthatofpureZnAl2O4.Themethodgiveshighyields,andisclean,costeffective,compatiblewithsubstrateshavingotherfunctionalgroupsanditissuitableforpracticalorganicsynthesis.
References
[1] | Chandra K L, Saravanan P, Singh R K, Singh V K. Tetrahedron, 2002, 58: 1369
|
[2] | Chakraborti A K, Gulhane R. Tetrahedron Lett, 2003, 44: 6749
|
[3] | De S K. Tetrahedron Lett, 2004, 45: 2919
|
[4] | Moghadam M, Tangestaninejad S, Mirkhani V, Mohamadpoor-Baltork I, Taghavi S A. J Mol Catal A, 2007, 274: 217
|
[5] | Sakakura A, Kawajiri K, Ohkubo T, Kosugi Y, Ishihara K. J Am Chem Soc, 2007, 129: 14775
|
[6] | Choudary B M, Bhaskar V, Kantam M L, Rao K K, Raghavan K V. Green Chem, 2000, 2: 67
|
[7] | Bhaskar P M, Loganathan D. Tetrahedron Lett, 1998, 39: 2215
|
[8] | Kantam M L, Ranganath K V S, Sateesh M, Sreedhar B, Choudary B M. J Mol Catal A, 2006, 244: 213
|
[9] | Thakuria H, Borah B M, Das G. J Mol Catal A, 2007, 274: 1
|
[10] | Moghaddam F M, Saeidian H. Mater Sci Eng B, 2007, 139: 265
|
[11] | Shirini F, Zolfigol M A, Mohammadi K. Bull Korean Chem Soc, 2004, 25: 325
|
[12] | Ballini R, Bosica G, Carloni S, Ciaralli L, Maggi R, Sartori G. Tetrahedron Lett, 1998, 39: 6049
|
[13] | Chavan S P, Anand R, Pasupathy K, Rao B S. Green Chem, 2001, 3: 320
|
[14] | Chakraborti A K, Gulhane R. Tetrahedron Lett, 2003, 44: 3521
|
[15] | Joseph J K, Jain S L, Sain B. J Mol Catal A, 2007, 267: 108
|
[16] | Ghaffari-Khaligh N. J Mol Catal A, 2012, 363-364: 90
|
[17] | Rahmatpour A. CR Chim, 2012, 15: 1048
|
[18] | Shirini F, Akbari-Dadamahaleh S, Mohammad-Khah A, Aliakbar A R. CR Chim, 2013, 16: 207
|
[19] | Taghavi S A, Moghadam M, Mohammadpoor-Baltork I, Tangestaninejad S, Mirkhani V, KhosropourA R. Inorg Chim Acta, 2011, 377: 159
|
[20] | Ghorbani-Choghamarani A, Pourbahar N. Chin J Catal (催化学报), 2012, 33: 1470
|
[21] | Pushpaletha P, Lalithambika M. Appl Clay Sci, 2011, 51: 424
|
[22] | Nowrouzi N, Alizadeh S Z. Chin J Catal (催化学报), 2013, 34: 1787
|
[23] | Iranpoor N, Firouzabadi H, Etemadi-Davan E. Tetrahedron Lett, 2013, 54: 1813
|
[24] | Hajjami M, Ghorbani-Choghamarani A. Norouzi M. Chin J Catal (催化学报), 2012, 33: 1661
|
[25] | Zareyee D, Alizadeh P, Ghandali M S, Khalilzadeh M A. Chem Papers, 2013, 67: 713
|
[26] | Spinicci R, Faticanti M, Marini P, DeRossi S, Porta P. J Mol Catal A, 2003, 197: 147
|
[27] | Grabowska H, Zawadzki M, Syper L. Appl Catal A, 2006, 314: 226
|
[28] | Farhadi S, Zaidi M. J Mol Catal A, 2009, 299: 18
|
[29] | Farhadi S, Panahandehjoo S. Appl Catal A, 2010, 382: 293
|
[30] | Liu Y M, Cao Y, Yi N, Feng W L, Dai W L, Yan R S, He H Y, Fan K N. J Catal, 2004, 224: 417
|
[31] | Wang X G, Landau M V, Rotter H, Vradman L, Wolfson A, Erenberg A. J Catal, 2004, 222: 565
|
[32] | Cullity B D, Stock S R. Elements of X-ray Diffraction. 3rd Ed. New Jersey: Prentice-Hall, Englewood Cliffs, 2001
|
[33] | Duan X L, Yuan D R, Sun Z H, Sun H Q, Xu D, Lü M K. J Cryst Growth, 2003, 252: 4
|
[34] | Mazza D, Vallino M, Busca G. J Am Ceram Soc, 1992, 75: 1929
|
[35] | Hanson J R. Protecting Groups in Organic Synthesis. 1st Ed. Malden: Blackwell Science, 1999
|
[36] | Greene T W, Wuts P G M. Protective Groups in Organic Synthesis. 3rd Ed. New York: Wiley, 1999
|
[37] | Orita A, Tanahashi C, Kakuda A, Otera J. Angew Chem Int Ed, 2000, 39: 2877
|
[38] | Nakae Y, Kusaki I, Sato T. Synlett, 2001: 1584
|
[39] | Dalpozzo R, De Nino A, Maiuolo L, Procopio A, Nardi M, Bartoli G, Romeo R. Tetrahedron Lett, 2003, 44: 5621
|
[40] | Bartoli G, Bosco M, Dalpozzo R, Marcantoni E, Massaccesi M, Rinaldi S, Sambri L. Synlett, 2003: 39
|
[41] | Bartoli G, Bosco M, Dalpozzo R, Marcantoni E, Massaccesi M, Sambri L. Eur J Org Chem, 2003: 4611
|
[42] | Phukan P. Tetrahedron Lett, 2004, 45: 4785
|
[43] | Heravi M M, Behbahani F K, Bamoharram F F. J Mol Catal A, 2006, 253: 16
|
[44] | Sartori G, Ballini R, Bigi F, Bosica G, Maggi R, Righi P. Chem Rev, 2004, 104: 199
|
[45] | Chakraborti A K, Gulhane R. Chem Commun, 2003, 15: 1896
|
[46] | Sarvari M H, Sharghi H. Tetrahedron, 2005, 61: 10903
|
[47] | Das B, Thirupathi P. J Mol Catal A, 2007, 269: 12
|
[48] | Ratnam K J, Reddy R S, Sekhar N S, Kantam M L, Figueras F. J Mol Catal A, 2007, 276: 230
|
[49] | Satam J R, Jayaram R V. Catal Commun, 2008, 9: 2365
|
[50] | Rajabi F. Tetrahedron Lett, 2009, 50: 395
|
[51] | Niknam K, Saberi D. Tetrahedron Lett, 2009, 50: 5210
|
[52] | Niknam K, Saberi D. Appl Catal A, 2009, 366: 220
|
[53] | Osiglio L, Sathicq A G, Romanelli G P, Blanco M N. J Mol Catal A. 2012, 359: 97
|
[54] | Yadegari M, Moghadam M, Tangestaninejad S, Mirkhani V, Mohammadpoor-Baltork I. Polyhedron, 2011, 30: 2237.
|
[55] | Moghadam M, Tangestaninejad S, Mirkhani V, Mohammadpoor-Baltork I, Gharaati S. CR Chim, 2011, 14: 1080
|
[56] | Shirini F, Ghaffari-Khaligh N. Chin J Catal (催化学报), 2013, 34: 695
|
[57] | Rajabi F, Luque R. Catal Commun, 2014, 45: 129
|
[58] | Alam M, Rahman A, Alandis N M, Shaik M R. Arab J Chem, 2014, 7: 53
|
[59] | Singh S J, Kale S R, Gawande M B, Velhinho A, Jayaram R V. Catal Commun, 2014, 44: 24
|
[60] | Barbero B P, Gamboa J A, Cadus L E. Appl Catal B, 2006, 65: 21
|
[61] | Merino N A, Barbero B P, Ruiz P, Cadus L E. J Catal, 2006, 240: 245
|
[62] | Landau M V, Titelman L, Vradman L, Wilson P. Chem Commun, 2003: 594
|
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