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Neutral tripodal receptors towards efficient trapping of oxalate

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Tris(2-aminoethyl)amine (TREN) based pentafluorophenyl urea and 4-cyanophenyl thiourea receptors have shown encapsulation of oxalate (\(\mathrm {C}_{{2}}\mathrm {O}_{{4}}^{{2-}})\) in semi-aqueous environment. A single crystal X-ray study shows trapping of planar conformer of \(\mathrm {C}_{{2}}\mathrm {O}_{{4}}^{{2-}}\) in both the cases. Further solution state binding of \(\mathrm {C}_{{2}}\mathrm {O}_{{4}}^{{2-}}\) is probed by 1H-NMR titration study in semi-aqueous solvent.

Tripodal urea/thiourea receptors have shown encapsulation of planar oxalateconformer in the dimeric capsular assembly of the receptors.

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  1. (a) Janausch I G, Zientz E, Tran Q H, Kröger A and Unden G 2002 Biochim. Biophys. Acta, Bioenerg. 39 1553; (b) Yurgel S N and Kahn M L 2004 FEMS Microbiol. Rev. 28 489

  2. Libert B and Franceschi V R 1987 J. Agric. Food Chem. 35 926

  3. (a) Holmes R P and Kennedy M 2000 Kidney Int. 57 1662; (b) Al-Wahsh I A, Harry H T, Palmer R G, Reddy M B and Massey L K 2005 J. Agric. Food Chem. 53 5670

  4. (a) Bean P A 2012 J. Chem. Educ. 89 417; (b) Dinnebier R E, Vensky S, Panthöfer M and Jansen M 2003 Inorg. Chem. 42 1499

  5. (a) Nelson J, Nieuwenhuyzen M, Pál I and Town R M 2004 Dalton Trans. 229; (b) Mateus P, Delgado R, Brandão P and Félix V 2011 Chem. Eur. J. 17 7020; (c) Mateus P, Delgado R, Brandão P and Félix V 2012 J. Org. Chem. 77 4611

  6. (a) Tang L, Park J, Kim H -J, Kim Y, Kim S J, Chin J and Kim K M 2008 J. Am. Chem. Soc. 130 12606; (b) Hu M and Feng G 2012 Chem. Commun. 48 6951; (c) Rhaman M M, Fronczek F R, Powell D R and Hossain M A 2014 Dalton Trans. 43 4618

  7. Jiménez M B, Alcázar V, Peláez R, Sanz F, Arriba Á L F and Caballero M C 2012 Org. Biomol. Chem. 10 1181

  8. (a) Raposo C, Almaraz M, Martín M, Weinrich V, Mussõns M L, Alcázar V, Caballero M C and Morán J R 1995 Chem. Lett. 759; (b) Custelcean R, Moyer B A and Hay B P 2005 Chem. Commun. 5971; (c) Lakshminarayanan P S, Suresh E and Ghosh P 2006 Inorg.Chem. 45 4372; (d) Lakshminarayanan P S, Ravikumar I, Suresh E and Ghosh P 2007 Chem. Commun. 5214; (e) Jose A, Kumar K, Ganguly B and Das A 2007 Inorg. Chem. 46 5817; (f) Custelcean R, Remy P, Bronnesen P V, Jiang D and Moyer B A 2008 Angew. Chem., Int. Ed. 47 1866; (g) Ravikumar I, Lakshminarayanan P S, Arunachalam M, Suresh E and Ghosh P 2009 Dalton Trans. 4160; (h) Custelcean R, Bock A and Moyer B A 2010 J. Am. Chem. Soc. 132 7177; (i) Busschaert N, Gale P A, Haynes C J E, Light M E, Moore S J, Tong C C, Davis J T and Harrell Jr. W A 2010 Chem. Commun. 46 6252; (j) Ravikumar I and Ghosh P 2010 Chem. Commun. 46 1082; (k) Dey S K and Das G 2011 Chem. Commun. 47 4983; (l) Dey S K and Das G 2011 Dalton Trans. 40 12048; (m) Pramanik A, Powell D R, Wong B M and Hossain M A 2012 Inorg. Chem. 51 4274; (n) Dutta R, Bose P and Ghosh P 2013 Dalton Trans. 42 11371; (o) Busschaert N, Wenzel M, Light M E, Hernández P-I, Tomás R-P and Gale P A 2011 J. Am. Chem. Soc. 133 14136; (p) Arunachalam M and Ghosh P 2011 Chem. Commun. 47 8477; (q) Bose P, Dutta R, Santra S, Chowdhury B and Ghosh P 2012 Eur. J. Inorg. Chem. 5791; (r) Akhuli B, Ravikumar I and Ghosh P 2012 Chem. Sci. 3 1522; (s) Custelcean R 2013 Chem. Commun. 49 2173; (t) Bose P, Dutta R and Ghosh P 2013 Org. Biomol. Chem. 11 4581

  9. (a) SAINT and XPREP, 5.1 ed.; Siemens Industrial Automation Inc.: Madison, WI, 1995 Sheldrick G M; (b) SADABS, Empirical absorption correction program; University of Göttingen: Göttingen, Germany, 1997

  10. Sheldrick G M 1997 SHELXTL Reference manual: Version 5.1; Madison, WI: Bruker AXS

  11. Sheldrick G M 1997 SHELXL-97: Program for crystal structure refinement; University of Göttingen: Göttingen, Germany

  12. Spek A L (1997) PLATON-97; University of Utrecht: Utrecht, The Netherlands

  13. Mercury 2.2 supplied with Cambridge Structural Database, CCDC, Cambridge, UK

  14. (a) Olsen J A, Banner D W, Seiler P, Sander U O, D’Arcy A, Stihle M, Müller K and Diederich, F 2003 Angew. Chem. Int. Ed. 42 2507; (b) Fischer, F R, Schweizer W B and Diederich, F 2007 Angew. Chem. Int. Ed. 46 8270

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P G gratefully acknowledges the Department of Science and Technology (DST), New Delhi, India for financial support through a Swarnajayanti Fellowship. R D acknowledges DST, India for a fellowship. B C would like to acknowledge the Council of Scientific and Industrial Research (CSIR), New Delhi, India for fellowship. X-ray crystallography is performed at the DST funded National Single Crystal X-ray Diffraction Facility in the Department of Inorganic Chemistry, IACS.

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Correspondence to PRADYUT GHOSH.

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Spectral data (1H, 13C NMR) for complex 1 and 2 are provided. Crystallographic table, selected geometric parameter and hydrogen bonding table for complex 1 and 2 are also provided. Equivalent plots of 1H-NMR titration data for L1 and L2 with C\(_{{2}}\mathrm {O}_{{4}}^{{2-}}\). The electronic supplementary information can be seen at

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DUTTA, R., CHOWDHURY, B., BOSE, P. et al. Neutral tripodal receptors towards efficient trapping of oxalate. J Chem Sci 126, 1303–1309 (2014).

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