engleski

Synthesis, photophysical and photochemical characterization of novel functionalized 2, 3- distyrylfurans ; Substituent and solvent effects on their photobehaviour

Furan derivatives are of great importance due to their role in organic chemistry as building blocks in various synthetic routes and because they are involved in numerous natural compounds [1]. Unsaturated furan and benzofuran derivatives are convenient starting materials for photochemical reactions [2]. These types of compounds offer potential applications as fluorescent probes in biology and medicine, in environmental sciences as well as in optoelectronics [3]. Besides, some 2, 3-distyryl-substituted furan derivatives proved to be applicable in electrophotographic photoreceptors as charge transporting agents [4]. In this work, synthesis, photophysical and photochemical study of some novel 2, 3- distyrylfuran derivatives have been realized. In these hexatriene systems with the central double bond incorporated into the furan ring, both the characteristic absorption and the emission bands proved to be significantly influenced by the substituent on the phenyl groups. Solvent polarity strongly affected the quantum yields for both the photochemical reaction and the fluorescence of these compounds, indicating a higher dipole moment of the excited state in these photoinduced processes. [1] Th.L. Gilchrist, Heterocyclic Chemistry, Longman, Singapore, 1997. [2] I. Škorić, N. Basarić, Ž. Marinić, A. Višnjevac, B. Kojić-Prodić, M. Šindler-Kulyk, Chem. Eur. J. 11 (2005) 543-551 and references therein. [3] B. Valeur, Molecular Fluorescence–Principles and Applications, Wiley-VCH, Weinheim, 2002. [4] Z.Z. Song, H.N.C.Wong, Y. Yang, Pure Appl. Chem. 68 (1996) 723–726 ; V. Vuligonda, M.E. Garst, A.S. Chandraratna, Bioorg. Med. Chem. Lett. 9 (1999) 589–594. This work was supported by the Ministry of Science, Education and Sports of the Republic of Croatia and the National Office of Research and Technology (OMFB-01247/2009).

2; 3-distyrylfurans; photophysical characterization; substituent and solvent effect; synthesis

nije evidentirano