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

• Authors: Claudia Lar , Gheorghe-Doru Roiban , Romina Crăsneanu , Ilişca Mihalca , Elena Bogdan , Anamaria Terec , Ion Grosu
• Languages of publication: EN

Abstracts

EN

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.

Keywords

EN

Terpyridines; SN and SE Reactions; UV-Vis Spectra; Fluorescence; Fluorescence Quantum Yield

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2011
• Volume: 9
• Issue: 2
• Pages: 218-223

Dates

published

1 - 4 - 2011

online

17 - 2 - 2011

Contributors

author

Claudia Lar

• Babes-Bolyai University

author

Gheorghe-Doru Roiban

• Babes-Bolyai University

author

Romina Crăsneanu

• Babes-Bolyai University

author

Ilişca Mihalca

• Babes-Bolyai University

author

Elena Bogdan

• Babes-Bolyai University

author

Anamaria Terec

• Babes-Bolyai University

author

Ion Grosu

• Babes-Bolyai University

References

• [1] Y-T. Chan, S. Li, C.N. Moorefield, P. Wang, C.D. Shreiner, G.R. Newkome, Chem. Eur. J. 16, 4164 (2010) http://dx.doi.org/10.1002/chem.201000040[Crossref]
• [2] C. Bhaumik, S. Das, D. Saha, S. Dutta, S. Baitalik, Inorg. Chem. 49, 5049 (2010) http://dx.doi.org/10.1021/ic100138s[Crossref]
• [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) http://dx.doi.org/10.1021/ja049368c[Crossref]
• [4] K.C. Jantunen, B.L. Scott, P.J. Hay, J.C. Gordon, J.L. Kiplinger, J. Am. Chem. Soc. 128, 6322 (2006) http://dx.doi.org/10.1021/ja061161r[Crossref]
• [5] L. Raehm, C. Hamann, J.-M. Kern, J.-P. Sauvage, Org. Lett. 2, 1991 (2000) http://dx.doi.org/10.1021/ol005774z[Crossref]
• [6] G. Chelucci, R.P. Thummel, Chem. Rev. 102, 3129 (2002) http://dx.doi.org/10.1021/cr0101914[Crossref]
• [7] M.J. Clarke, Coord. Chem. Rev. 236, 209 (2003) http://dx.doi.org/10.1016/S0010-8545(02)00312-0[Crossref]
• [8] I. Eryazici, C.N. Moorefield, G.R. Newkome, Chem. Rev. 108, 1834 (2008) http://dx.doi.org/10.1021/cr0781059[Crossref]
• [9] J.-M. Lehn, Supramolecular Chemistry, Concepts and Perspectives (VCH, Weinheim, 1995)
• [10] U.S. Schubert, H. Hofmeier, G.R. Newkome, Modern Terpyridine Chemistry (Wiley-VCH, Weinheim, 2006) http://dx.doi.org/10.1002/3527608486[Crossref]
• [11] F.A. Murphy, S.M. Draper, J. Org. Chem. 75, 1862 (2010) http://dx.doi.org/10.1021/jo902526u[Crossref]
• [12] Y.-T. Chan, C.N. Moorefield, G.R. Newkome, Chem. Commun. 6928 (2009)
• [13] N.D. Bogdan, M. Matache, V.M. Meier, C. Dobrota, I. Dumitru, G.-D. Roiban, D.P. Funeriu, Chem. Eur. J. 2170 (2010)
• [14] R. Siebert, A. Winter, B. Dietzek, U.S. Schubert, J. Popp, Macromol. Rapid Comm. 31, 883 (2010) http://dx.doi.org/10.1002/marc.200900894[Crossref]
• [15] M.W. Cooke, G.S. Hanan, Chem. Soc. Rev. 36, 1466 (2007) http://dx.doi.org/10.1039/b609200b[Crossref]
• [16] E.C. Constable, Chem. Soc. Rev. 36, 246 (2007) http://dx.doi.org/10.1039/b601166g[Crossref]
• [17] D.G. Kurth, M. Higuchi, Soft Matter. 2, 915 (2006) http://dx.doi.org/10.1039/b607485e[Crossref]
• [18] E.A. Medlycott, G.S. Hanan, Chem. Soc. Rev. 34, 133 (2005) http://dx.doi.org/10.1039/b316486c[Crossref]
• [19] P.R. Andres, U.S. Schubert, Adv. Mater. 16, 1043 (2004) http://dx.doi.org/10.1002/adma.200306518[Crossref]
• [20] [6]J. Hovinen, H. Hakala Org. Lett. 3, 2473 (2001) http://dx.doi.org/10.1021/ol016093m[Crossref]
• [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) http://dx.doi.org/10.1016/S0010-8545(99)00105-8[Crossref]
• [22] E. Baranoff, J.-P. Collin, L. Flamigni, J.-P. Sauvage, Chem. Rev. Soc. 33, 147 (2004) http://dx.doi.org/10.1039/b308983e[Crossref]
• [23] K. Sakai, H. Ozawa, Coord. Chem. Rev. 251, 2753 (2007) http://dx.doi.org/10.1016/j.ccr.2007.08.014[Crossref]
• [24] C. Herrero, B. Lassalle-Kaiser, W. Leibl, A.W. Rutherford, A. Aukauloo, Coord. Chem. Rev. 252, 456 (2008) http://dx.doi.org/10.1016/j.ccr.2007.09.002[Crossref]
• [25] K.L. Wouters, N.R. de Tacconi, R. Konduri, R.O. Lezna, F.M. MacDonnell, Photosynth. Res. 87, 41 (2006) http://dx.doi.org/10.1007/s11120-005-6398-8[Crossref]
• [26] G.F. Swiegers, T.J. Malefetse, Chem. Rev. 100, 3483 (2000) http://dx.doi.org/10.1021/cr990110s[Crossref]
• [27] S. Poupart, C. Boudou, P. Peixoto, M. Massonneau, P.-Y. Renard, A. Romieu, Org. Biomol. Chem. 4, 4165 (2006) http://dx.doi.org/10.1039/b612805j[Crossref]
• [28] T. Mutai, J.-D. Cheon, G. Tsuchiya, K. Araki, J. Chem. Soc., Perkin Trans. 2, 862 (2002)
• [29] J.-D. Cheon, T. Mutai, K. Araki, Org. Biomol. Chem. 5, 2762 (2007) http://dx.doi.org/10.1039/b707662b[Crossref]
• [30] A. Wild, C. Friebe, A. Winter, M.D. Hager, U.-W. Grummt, U.S. Schubert, Eur. J. Org. Chem. 1859 (2010)
• [31] T. Mutai, J.-D. Cheon, S. Arita, K. Araki, J. Chem. Soc., Perkin Trans. 2, 1045 (2001)
• [32] F. Kröhnke, Synthesis, 1 (1976)
• [33] G.W.V. Cave, C.L. Raston, J. Chem. Soc., Perkin Trans. 1, 3258 (2001)
• [34] I. Eryazici, C.N. Moorefield, S. Durmus, G.R. Newkome, J. Org. Chem. 71, 1009 (2006) http://dx.doi.org/10.1021/jo052036l[Crossref]
• [35] F.S. Han, M. Higuchi, D.G. Kurth, Org. Lett. 9, 559 (2007) http://dx.doi.org/10.1021/ol062788h[Crossref]
• [36] G. Albano, V. Balzani, E.C. Constable, M. Maestri, D.R. Smith, Inorg. Chim. Acta 277, 225 (1998) http://dx.doi.org/10.1016/S0020-1693(97)06159-8[Crossref]

Identifiers

DOI

10.2478/s11532-010-0146-4