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Synlett 2013; 24(17): 2282-2286
DOI: 10.1055/s-0033-1339673
DOI: 10.1055/s-0033-1339673
letter
Heterogeneous Transition-Metal-Free Alcohol Oxidation by Graphene Oxide Supported Iodoxybenzoic Acid in Water
Further Information
Publication History
Received: 18 June 2013
Accepted after revision: 01 August 2013
Publication Date:
04 October 2013 (online)
Abstract
The metal-free oxidation of organic compounds is one of the most demanding reactions in chemical industries. As such, iodoxybenzoic acid (IBX) is an attractive reagent due to its metal-free oxidative activity. To apply IBX for the alcohol oxidation in water, IBX was immobilized on graphene oxide (GO). GO-supported IBX reagent exhibited excellent performance for alcohol oxidation reaction in water with greater than 90% selectivity. It could be reused without significant loss of oxidative activity.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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References and Notes
- 1 These authors contribute equally
- 2 Anastas PT, Crabtree RH, Leitner W, Jessop PG, Li C.-J, Wasserscheid P, Stark A In Handbook of Green Chemistry . Vol. 5. Anastas PT. Wiley-VCH; Weinheim: 2009: 153
- 3 Karimi B, Behzadnia H, Bostina M, Vali H. Chem. Eur. J. 2012; 18: 8634
- 4 Shang C, Liu ZP. J. Am. Chem. Soc. 2011; 133: 9938
- 5 Ng YH, Ikeda S, Harada T, Morita Y, Matsumura M. Chem. Commun. 2008; 3181
- 6 Soule JF, Miyamura H, Kobayashi S. J. Am. Chem. Soc. 2011; 133: 18550
- 7a Marwah P, Marwah A, Lardy HA. Green Chem. 2004; 6: 570
- 7b Zhang JT, Wang ZT, Wang Y, Wan CF, Zheng XQ, Wang ZY. Green Chem. 2009; 11: 1973
- 8a Duschek A, Kirsch SF. Angew. Chem. Int. Ed. 2011; 50: 1524
- 8b Yoon HJ, Choi JW, Jang HS, Cho JK, Byun JW, Chung WJ, Lee SM, Lee YS. Synlett 2011; 165
- 8c Bernini R, Barontini M, Crisante F, Ginnasi MC, Saladino R. Tetrahedron Lett. 2009; 50: 6519
- 9 Stevenson PJ, Treacy AB, Nieuwenhuyzen M. J. Chem. Soc., Perkin Trans. 2 1997; 589
- 10 Reed NN, Delgado M, Hereford K, Clapham B, Janda KD. Bioorg. Med. Chem. Lett. 2002; 12: 2047
- 11 Sorg G, Mengel A, Jung G, Rademann J. Angew. Chem. Int. Ed. 2001; 40: 4395
- 12 Zhdankin VV, Koposov AY, Netzel BC, Yashin NV, Rempel BP, Ferguson MJ, Tykwinski RR. Angew. Chem. Int. Ed. 2003; 42: 2194
- 13 Lei Z, Denecker C, Jegasothy S, Sherrington DC, Slater NK. H, Sutherland AJ. Tetrahedron Lett. 2003; 44: 1635
- 14 Mulbaier M, Giannis A. Angew. Chem. Int. Ed. 2001; 40: 4393
- 15a Stankovich S, Dikin DA, Dommett GH. B, Kohlhaas KM, Zimney EJ, Stach EA, Piner RD, Nguyen ST, Ruoff RS. Nature 2006; 442: 282
- 15b Liu FJ, Sun J, Zhu LF, Meng XJ, Qi CZ, Xiao FS. J. Mat. Chem. 2012; 22: 5495
- 15c Scheuermann GM, Rumi L, Steurer P, Bannwarth W, Mulhaupt R. J. Am. Chem. Soc. 2009; 131: 8262
- 16a Dreyer DR, Jia HP, Bielawski CW. Angew. Chem. Int. Ed. 2010; 49: 6813
- 16b Huang H, Huang J, Liu YM, He HY, Cao Y, Fan KN. Green Chem. 2012; 14: 930
- 17 Frigerio M, Santagostino M, Sputore S. J. Org. Chem. 1999; 64: 4537
- 18 DeMunari S, Frigerio M, Santagostino M. J. Org. Chem. 1996; 61: 9272
- 19 Uyanik M, Akakura M, Ishihara K. J. Am. Chem. Soc. 2009; 131: 251
- 20 Marcano DC, Kosynkin DV, Berlin JM, Sinitskii A, Sun ZZ, Slesarev A, Alemany LB, Lu W, Tour JM. ACS Nano 2010; 4: 4806