Calix[4]resorcinarene-Chitosan Hybrid via Amide Bond Formation

Jumina; Dwi Siswanta; Mayliana Anggraeni; Muhamad Idham Darusalam Mardjan; Panut Mulyono; Keisuke Ohto

doi:10.14233/ajchem.2015.18735

Issue

Vol. 27 No. 6 (2015): Vol 27 Issue 6

Issue Published : March 17, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Calix[4]resorcinarene-Chitosan Hybrid via Amide Bond Formation

https://doi.org/10.14233/ajchem.2015.18735

Jumina

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta 55281, Indonesia

Dwi Siswanta

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta 55281, Indonesia

Mayliana Anggraeni

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta 55281, Indonesia

Muhamad Idham Darusalam Mardjan

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta 55281, Indonesia

Panut Mulyono

Department of Chemical Engineering, Faculty of Engineering, Universitas Gadjah Mada, Yogyakarta 55281, Indonesia

Keisuke Ohto

Department of Chemistry and Applied Chemistry, Faculty of Science and Engineering, Saga University, 1-Honjo, Saga 840-8502, Japan

Corresponding Author(s) : Jumina

jumina@ugm.ac.id, pak_jumina@yahoo.com

Asian Journal of Chemistry, Vol. 27 No. 6 (2015): Vol 27 Issue 6
Article Published : March 18, 2015

Abstract

Hybrid of calix[4]resorcinarene and chitosan has been prepared via amide bond formation as the key step between ester groups attached on calix[4]resorcinarene and amine group of chitosan. The synthesis was commenced by functionalizing hydroxyl group of vanillin with methyl-2-chloroacetate via Williamson synthesis. The acid catalyzed-tandem condensation-cyclization of vanillin derivative and resorcinol gave C-4-methoxycarbonylmethoxy-3-methoxyphenylcalix[4]resorcinarene. The calix[4]resorcinarene installed with the ester group was then coupled with amine group of chitosan to form hybrid of calix[4]resorcinarene and chitosan. The IR, XRD and SEM analyses of the hybrid revealed that physical properties of the hybrid were similar to chitosan.

Keywords

Hybrid Calix[4]resorcinarene Chitosan

Jumina, ., Siswanta, D., Anggraeni, M., Idham Darusalam Mardjan, M., Mulyono, P., & Ohto, K. (2015). Calix[4]resorcinarene-Chitosan Hybrid via Amide Bond Formation. Asian Journal of Chemistry, 27(6), 2273–2276. https://doi.org/10.14233/ajchem.2015.18735

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References

S.B. Utomo, Jumina, D. Siswanta and Mustofa, Indo. J. Chem., 12, 49 (2012).
B.B. Adhikari, M. Gurung, A.B. Chetry, H. Kawakita and K. Ohto, RSC. Adv., 3, 25950 (2013); doi:10.1039/c3ra44289f.
D.S. Handayani, Jumina, D. Siswanta, Mustofa, K. Ohto and H. Kawakita, Indo. J. Chem., 11, 191 (2011).
B.B. Adhikari, M. Gurung, H. Kawakita and K. Ohto, Chem. Eng. Sci., 78, 144 (2012); doi:10.1016/j.ces.2012.05.023.
P. Nandi, A. Solovyov, A. Okrut and A. Katz, ACS Catal., 4, 2492 (2014); doi:10.1021/cs5001976.
G.M. Consoli, E. Galante, C. Daquino, G. Granata, F. Cunsolo and C. Geraci, Tetrahedron Lett., 47, 6611 (2006); doi:10.1016/j.tetlet.2006.07.021.
C. Sgarlata, V. Zito, G. Arena, G.M.T. Consoli, E. Galante and C. Geraci, Polyhedron, 28, 343 (2009); doi:10.1016/j.poly.2008.10.068.
Y.-J. Li, B. Yan and L. Wang, J. Solid State Chem., 184, 2571 (2011); doi:10.1016/j.jssc.2011.07.040.
H.-Y. Zhang, X.-F. Qiao and B. Yan, Inorg. Chem. Commun., 13, 1231 (2010); doi:10.1016/j.inoche.2010.06.032.
X.-F. Qiao, H.-Y. Zhang and B. Yan, Dalton Trans., 39, 8882 (2010); doi:10.1039/c0dt00290a.
S.J. Kim and B.H. Kim, Nucleic Acids Res., 31, 2725 (2003); doi:10.1093/nar/gkg391.
S.P. Bew, R.A. Brimage, G. Hiatt-Gipson, S.V. Sharma and S. Thurston, Org. Lett., 11, 2483 (2009); doi:10.1021/ol900714n.
N.V. Suc and H.T.Y. Ly, J. Chem. Technol. Biotechnol., 88, 1641 (2013); doi:10.1002/jctb.4013.
V.P. Raut and P.S. Jassal, Energ. Environ. Eng. J., 1, 68 (2012).
Jumina, R.E. Sarjono, B.W. Paramita, D. Siswanta, S.J. Santosa, C. Anwar, H. Sastrohamidjojo, K. Ohto and T. Oshima, J. Chil. Chem. Soc., 54, 1167 (2007).
Jumina, R.E. Sarjono, D. Siswanta, S.J. Santosa and K. Ohto, J. Korean Chem. Soc., 55, 454 (2011); doi:10.5012/jkcs.2011.55.3.454.
B.B. Adhikari, K. Ohto and M.P. Schramm, Chem. Commun., 50, 1903 (2014); doi:10.1039/c3cc48465c.
L.E. Abugoch, C. Tapia, M.C. Villamán, M. Yazdani-Pedram and M. Díaz-Dosque, J. Food Hyd., 25, 879 (2011); doi:10.1016/j.foodhyd.2010.08.008.

References

S.B. Utomo, Jumina, D. Siswanta and Mustofa, Indo. J. Chem., 12, 49 (2012).

B.B. Adhikari, M. Gurung, A.B. Chetry, H. Kawakita and K. Ohto, RSC. Adv., 3, 25950 (2013); doi:10.1039/c3ra44289f.

D.S. Handayani, Jumina, D. Siswanta, Mustofa, K. Ohto and H. Kawakita, Indo. J. Chem., 11, 191 (2011).

B.B. Adhikari, M. Gurung, H. Kawakita and K. Ohto, Chem. Eng. Sci., 78, 144 (2012); doi:10.1016/j.ces.2012.05.023.

P. Nandi, A. Solovyov, A. Okrut and A. Katz, ACS Catal., 4, 2492 (2014); doi:10.1021/cs5001976.

G.M. Consoli, E. Galante, C. Daquino, G. Granata, F. Cunsolo and C. Geraci, Tetrahedron Lett., 47, 6611 (2006); doi:10.1016/j.tetlet.2006.07.021.

C. Sgarlata, V. Zito, G. Arena, G.M.T. Consoli, E. Galante and C. Geraci, Polyhedron, 28, 343 (2009); doi:10.1016/j.poly.2008.10.068.

Y.-J. Li, B. Yan and L. Wang, J. Solid State Chem., 184, 2571 (2011); doi:10.1016/j.jssc.2011.07.040.

H.-Y. Zhang, X.-F. Qiao and B. Yan, Inorg. Chem. Commun., 13, 1231 (2010); doi:10.1016/j.inoche.2010.06.032.

X.-F. Qiao, H.-Y. Zhang and B. Yan, Dalton Trans., 39, 8882 (2010); doi:10.1039/c0dt00290a.

S.J. Kim and B.H. Kim, Nucleic Acids Res., 31, 2725 (2003); doi:10.1093/nar/gkg391.

S.P. Bew, R.A. Brimage, G. Hiatt-Gipson, S.V. Sharma and S. Thurston, Org. Lett., 11, 2483 (2009); doi:10.1021/ol900714n.

N.V. Suc and H.T.Y. Ly, J. Chem. Technol. Biotechnol., 88, 1641 (2013); doi:10.1002/jctb.4013.

V.P. Raut and P.S. Jassal, Energ. Environ. Eng. J., 1, 68 (2012).

Jumina, R.E. Sarjono, B.W. Paramita, D. Siswanta, S.J. Santosa, C. Anwar, H. Sastrohamidjojo, K. Ohto and T. Oshima, J. Chil. Chem. Soc., 54, 1167 (2007).

Jumina, R.E. Sarjono, D. Siswanta, S.J. Santosa and K. Ohto, J. Korean Chem. Soc., 55, 454 (2011); doi:10.5012/jkcs.2011.55.3.454.

B.B. Adhikari, K. Ohto and M.P. Schramm, Chem. Commun., 50, 1903 (2014); doi:10.1039/c3cc48465c.

L.E. Abugoch, C. Tapia, M.C. Villamán, M. Yazdani-Pedram and M. Díaz-Dosque, J. Food Hyd., 25, 879 (2011); doi:10.1016/j.foodhyd.2010.08.008.

Issue

Vol. 27 No. 6 (2015): Vol 27 Issue 6

Calix[4]resorcinarene-Chitosan Hybrid via Amide Bond Formation

Corresponding Author(s) : Jumina

Abstract

Keywords

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