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BY-NC-ND 3.0 license Open Access Published by De Gruyter Open Access February 17, 2011

Synthesis and photophysical properties of some 6,6″-functionalized terpyridine derivatives

Claudia Lar, Gheorghe-Doru Roiban, Romina Crăsneanu, Ilişca Mihalca, Elena Bogdan, Anamaria Terec and Ion Grosu
From the journal Open Chemistry


The synthesis and photophysical properties of several 6,6″ symmetrically substituted 4′-aryl-2,2′:6′,2″-terpyridine derivatives are reported herein. The UV-Vis spectra in acetonitrile as well as in dichloromethane show two intense bands in the UV areas 252–262 nm and 275–290 nm while the fluorescence emission spectra are only slightly influenced by chemical derivatization.

[1] Y-T. Chan, S. Li, C.N. Moorefield, P. Wang, C.D. Shreiner, G.R. Newkome, Chem. Eur. J. 16, 4164 (2010) in Google Scholar

[2] C. Bhaumik, S. Das, D. Saha, S. Dutta, S. Baitalik, Inorg. Chem. 49, 5049 (2010) in Google Scholar

[3] C. Li, W. Fan, D.A. Straus, B. Lei, S. Assano, D. Zhang, J. Han, M. Meyyappan, C. Zhou, J. Am. Chem. Soc. 126, 7750 (2004) in Google Scholar

[4] K.C. Jantunen, B.L. Scott, P.J. Hay, J.C. Gordon, J.L. Kiplinger, J. Am. Chem. Soc. 128, 6322 (2006) in Google Scholar

[5] L. Raehm, C. Hamann, J.-M. Kern, J.-P. Sauvage, Org. Lett. 2, 1991 (2000) in Google Scholar

[6] G. Chelucci, R.P. Thummel, Chem. Rev. 102, 3129 (2002) in Google Scholar

[7] M.J. Clarke, Coord. Chem. Rev. 236, 209 (2003) in Google Scholar

[8] I. Eryazici, C.N. Moorefield, G.R. Newkome, Chem. Rev. 108, 1834 (2008) in Google Scholar PubMed

[9] J.-M. Lehn, Supramolecular Chemistry, Concepts and Perspectives (VCH, Weinheim, 1995) 10.1002/3527607439Search in Google Scholar

[10] U.S. Schubert, H. Hofmeier, G.R. Newkome, Modern Terpyridine Chemistry (Wiley-VCH, Weinheim, 2006) in Google Scholar

[11] F.A. Murphy, S.M. Draper, J. Org. Chem. 75, 1862 (2010) in Google Scholar PubMed

[12] Y.-T. Chan, C.N. Moorefield, G.R. Newkome, Chem. Commun. 6928 (2009) 10.1039/b914743hSearch in Google Scholar PubMed

[13] N.D. Bogdan, M. Matache, V.M. Meier, C. Dobrota, I. Dumitru, G.-D. Roiban, D.P. Funeriu, Chem. Eur. J. 2170 (2010) 10.1002/chem.200902649Search in Google Scholar PubMed

[14] R. Siebert, A. Winter, B. Dietzek, U.S. Schubert, J. Popp, Macromol. Rapid Comm. 31, 883 (2010) in Google Scholar PubMed

[15] M.W. Cooke, G.S. Hanan, Chem. Soc. Rev. 36, 1466 (2007) in Google Scholar PubMed

[16] E.C. Constable, Chem. Soc. Rev. 36, 246 (2007) in Google Scholar

[17] D.G. Kurth, M. Higuchi, Soft Matter. 2, 915 (2006) in Google Scholar PubMed

[18] E.A. Medlycott, G.S. Hanan, Chem. Soc. Rev. 34, 133 (2005) in Google Scholar PubMed

[19] P.R. Andres, U.S. Schubert, Adv. Mater. 16, 1043 (2004) in Google Scholar

[20] [6]J. Hovinen, H. Hakala Org. Lett. 3, 2473 (2001) in Google Scholar PubMed

[21] L. Flamigni, F. Barigelletti, N. Armaroli, J.-P. Collin, I.M. Dixon, J.P. Sauvage, J.A.G. Williams, Coord. Chem. Rev. 190–192, 671 (1999) in Google Scholar

[22] E. Baranoff, J.-P. Collin, L. Flamigni, J.-P. Sauvage, Chem. Rev. Soc. 33, 147 (2004) in Google Scholar PubMed

[23] K. Sakai, H. Ozawa, Coord. Chem. Rev. 251, 2753 (2007) in Google Scholar

[24] C. Herrero, B. Lassalle-Kaiser, W. Leibl, A.W. Rutherford, A. Aukauloo, Coord. Chem. Rev. 252, 456 (2008) in Google Scholar

[25] K.L. Wouters, N.R. de Tacconi, R. Konduri, R.O. Lezna, F.M. MacDonnell, Photosynth. Res. 87, 41 (2006) in Google Scholar PubMed

[26] G.F. Swiegers, T.J. Malefetse, Chem. Rev. 100, 3483 (2000) in Google Scholar PubMed

[27] S. Poupart, C. Boudou, P. Peixoto, M. Massonneau, P.-Y. Renard, A. Romieu, Org. Biomol. Chem. 4, 4165 (2006) in Google Scholar PubMed

[28] T. Mutai, J.-D. Cheon, G. Tsuchiya, K. Araki, J. Chem. Soc., Perkin Trans. 2, 862 (2002) 10.1039/b201911fSearch in Google Scholar

[29] J.-D. Cheon, T. Mutai, K. Araki, Org. Biomol. Chem. 5, 2762 (2007) in Google Scholar PubMed

[30] A. Wild, C. Friebe, A. Winter, M.D. Hager, U.-W. Grummt, U.S. Schubert, Eur. J. Org. Chem. 1859 (2010) 10.1002/ejoc.200901112Search in Google Scholar

[31] T. Mutai, J.-D. Cheon, S. Arita, K. Araki, J. Chem. Soc., Perkin Trans. 2, 1045 (2001) 10.1039/b102685mSearch in Google Scholar

[32] F. Kröhnke, Synthesis, 1 (1976) 10.1055/s-1976-23941Search in Google Scholar

[33] G.W.V. Cave, C.L. Raston, J. Chem. Soc., Perkin Trans. 1, 3258 (2001) Search in Google Scholar

[34] I. Eryazici, C.N. Moorefield, S. Durmus, G.R. Newkome, J. Org. Chem. 71, 1009 (2006) in Google Scholar

[35] F.S. Han, M. Higuchi, D.G. Kurth, Org. Lett. 9, 559 (2007) in Google Scholar

[36] G. Albano, V. Balzani, E.C. Constable, M. Maestri, D.R. Smith, Inorg. Chim. Acta 277, 225 (1998) in Google Scholar

Published Online: 2011-2-17
Published in Print: 2011-4-1

© 2011 Versita Warsaw

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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