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Synthesis of Fullerene Oxides [$C_{70}O_n$] ($n=1{\sim}3$ or n=1) under Microwave Irradiation  

Ko, Weon-Bae (Department of Chemistry, Sahmyook University)
Ahn, Ju-Hyun (Department of Chemistry, Sahmyook University)
Lim, Young-A (Department of Chemistry, Sahmyook University)
Han, Ji-Yeon (Department of Chemistry, Sahmyook University)
Han, Dong-Sul (Department of Chemistry, Mokpo National University)
Publication Information
Elastomers and Composites / v.39, no.4, 2004 , pp. 309-317 More about this Journal
Abstract
Synthesis of fullerene oxides [$C_{70}O_n$] ($n=1{\sim}3$ or n=1) in solid state by fullerene [$C_{70}$] and several oxidants such as 3-chloroperoxy benzoic acid, chromium(VI) oxide, benzoyl peroxide, and trichloroisocyanuric acid was taken place under microwave irradiation. The reactivity in solid state oi fullerene [$C_{70}$] with various oxidants under same microwave condition increased in the order of 3-chloroperoxy benzoic acid > chromium(VI) oxide > trichloroisocyanuric acid ${\simeq}benzoyl$ peroxide. The MALDI-TOF-MS, UV-visible spectra and HPLC analysis confirmed that the products of fullerene oxidation were [$C_{70}O_n$] ($n=1{\sim}3$ or n=1).
Keywords
Fullerene Oxides [$C_{70}O_n$] ($n=1{\sim}3$ or n=1); Several Oxidants; Microwave Irradiation; MALDI-TOF-MS;
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1 (a) L. Perreux, A Loupy, 'A Tentative Rationalization of Microwave Effects in Organic Synthesis According to the Reaction Medium, and Mechanistic Considerations', Tetrahedron, 57, 9199 (2001). (b) P. Lidstrom, J. Tierney, J. Wathey, B. Westman, 'Microwave Assisted Organic Synthesis- A Review' Tetrahedron, 57, 9225 (2001)
2 N.G. Richard, 'Microwaves in Organic Synthesis', ed. by Andre Loupy, 1st ed., p.115, Wiley - VCH Verlag Gmb H & Co.KGaA, Weinheim, 2002
3 Vincent. Bailliez, M. Renata. de Figueiredo, Alain. Olesker. Cleophax, 'A Practical Large-Scale Access to 1,6-Anhydro-B-D-hexopyranoses by a Solid-Supported Solvent-Free Microwave Assisted Procedure', Synthesis, 7, 1015 (2003)
4 B.C. Wang, L. Chen, K.J. Lee, C.Y. Cheng, 'Semiempirical Molecular Dynamics Studies of C60/C70 Fullerene Oxides; C60O, C60O2 and C70O', J. Mol. Struct.(Theochem), 469, 127 (1999)   DOI   ScienceOn
5 R. Malhotra, S. Kumar, A. Satyam, 'Ozonolysis of (60) Fullerene', J. Chem. Soc.Chem. Commun, 1339 (1994)
6 D. Heymann, L.P.F. Chibante, 'Reaction of C60, C70, C76, C78 and C84 with Ozone at 25$^{\circ}C$, Rec. Trav. Chim, 112, 639 (1993)
7 D. Heymann, L.P.F Chibante, 'Reaction of C60 of C70 with Ozone at Different Temperature', Rec. Trav. Chim, 112, 531 (1993)
8 J.A Nisha, M. Prernila, V. Sridharan, C.S. Sundar, T.S. Radhakrishnan, 'UV-Irradiation Studies on C70 Clusters in Mixed Solvents', Carbon, 36, 637 (1998)   DOI   ScienceOn
9 W. Kratschmer, L.C. Lamb, K. Fostiropowlos, D.R Huffinan, 'Solid G60 - A New Form of Carbon', Nature, 347, 354 (1990)   DOI
10 W.B. Ko, K.N. Baek, 'The Oxidantion of Fullerene (C60, C70) with Various Oxidants under Ultrasonication', Phys. Solid State. 44, 424 (2002)   DOI   ScienceOn
11 W.B. Ko, K.N. Baek, 'The Oxidation of Fullerene (C70) with Various Oxidants by Ultrasonication', Ultrasonics. 39(10), 729 (2002)   DOI   ScienceOn
12 A. Loupy, A. Petit, J Hamelin, F. Texier-Boulet, P. Jacquault, D. Mathe, 'New Solvent-Free Organic Synthesis Using Focused Microwaves', Synthesis, 2, 1213 (1998)
13 F. Derich, R. Eltl, Y. Rubin, R whetten, R.L. Baek, M. Alvazez, S.Anz, D.Sen sharma, F. Wudl, K. C. Khemani, A. Koch, 'The Higher Fullerenes :Isolation and Characterization of C76, C84, C90, C94, and C70O, an Oxide of DSh-C70', Science, 252, 548 (1991)   DOI   ScienceOn
14 J.P. Deng, C.Y Mou, C.C. Han, 'Oxidation of Fullerenes by Ozone', Fullerene Sci. Technol, 5, 1033 (1997)
15 M.S. AI-Jafari, M.P. Barrow, R. Taylor, T. Drewello, 'Laser-Induced Gas Phase Synthesis of Dimeric C70 Oxides', Int. J. Mass Spectrom, 184, L1 (1999)
16 K.M. Creegan, J.L. Robbins, W.K Robbins, J.M. Millar, R.D. Sherwood, P.J. Tindall, D.M. Cox, A.B. Smith, J.P. McCauley, D.R Jones, R.T. Gallagher, 'Chromatographic Separation of Fullerene: Discovery and Characterization', J. Am. Chem. Soc, 114, 1103 (1992)   DOI
17 A.L. Balch, D.A Costa, B.C. Noll, and M.M. Olmstead, 'Oxidation of Buckminsterfullerene with m-Chloroperoxy Benzoic Acid.Charaserization of a Cs Isomer of the Diepoxide C60 O2', J. Am. Chem. Soc, 117, 8926 (1995)   DOI   ScienceOn
18 A.K. Bose, B.K. Banik, C. Mathur, D.R Wagle, M.S. Manhas, 'Polyhydroxy Amino Acid Derivatives via B-Lactams Using Enantiospecific Apporoachs and Microwave Techniques', Tetrahedron, 56, 5603 (2000)   DOI   ScienceOn
19 L. Andre, M.Julien, and D.Jacquse, 'Microwaves in Organic Synthesis,'.ed. by Andre Loupy, 1st ed., p.219, Wiley-VCH Verlag GmbH & Co.KGaA, Weinheim. 2002
20 V.D. Blank, B.A Kulnitskiy, O.M. Zhigalina, 'Dimerisation and Polymerisation of C70 after thennobaric treatment', Carbon, 38, 2051 (2000)   DOI   ScienceOn
21 A. Van Cleempoel, R. Gijbels, H. Van. den Heuvel, M.Claeys, 'Analysis of C70 and C70 Oxides by HPLC and Low- and High-Energy Collision-Induced Dissociation Tandem Mass Spectrometry', Proc. Electrochem. Soc, 14, 783 (1997)
22 M.S. Manhas, BK Banik, A. Mathur, J.E. Vincent, A.K. Bose, 'Vinyl-B-Lactams as Efficient Synthons. Eco-Friendly Approaches via Microwave Assisted Reactions' Tetrahedron, 56, 5587 (2000)
23 H.W. Kroto, J.R Health, S. C. OBrien, R.F. Curl, R.F. Smalley, 'C60 - Buckminsterfullerene', Nature, 318, 162 (1985)   DOI
24 B.C. Wang, H.W. Wang, H.C. Tso, T.L. Chen, YM. Chou, 'Theoretical Studies of C70(OH)n (n=14, 16, 18 and 20) Fullerenols', J. Mol.struct. (Theochem), 581, 177 (2002)   DOI   ScienceOn
25 S.G. Penn, D.A. Costa, A.L. Balch, C.B.. Lebrilla, 'Analysis of C60 oxides and C120 On (n=1,2,3) Using Matrix Assisted Laser Desorption-Ionization Fourier Transform Mass Spectrometry', Int. J. Mass Spectrom. Ion processes, 169, 371 (1997)   DOI   ScienceOn