Synthesis, photoluminescent behaviors, and theoretical studies of two novel ketocoumarin derivatives

作者: Jing Li , Xianggao Li , Shirong Wang

DOI: 10.1016/J.SAA.2011.11.044

关键词:

摘要: Abstract Two new coumarin derivatives, 3-[3-(4-formylphenyl)prop-2-enoyl]-coumarin (FEC) and 4-hydroxy-3-[3-(4-formylphenyl)prop-2-enoyl]-coumarin (HFEC), were synthesized characterized by MS, 1H NMR, FT-IR, TG. The UV–vis absorption photoluminescence (PL) of FEC HFEC also studied. Results show that the two compounds exhibit high fluorescence quantum yields, large Stokes shifts, strong blue emissions. molecular structures, lowest energy transitions, resonance frequencies, spectra calculated using density functional theory (DFT) time-dependent (TD-DFT) at B3LYP/6-31G(d) level.

参考文章(21)
Jacopo Tomasi, Maurizio Persico, Molecular Interactions in Solution: An Overview of Methods Based on Continuous Distributions of the Solvent Chemical Reviews. ,vol. 94, pp. 2027- 2094 ,(1994) , 10.1021/CR00031A013
Naceur Hamdi, Cédric Fischmeister, M. Carmen Puerta, Pedro Valerga, A rapid access to new coumarinyl chalcone and substituted chromeno[4,3-c]pyrazol-4(1H)-ones and their antibacterial and DPPH radical scavenging activities Medicinal Chemistry Research. ,vol. 20, pp. 522- 530 ,(2011) , 10.1007/S00044-010-9326-1
María E. Riveiro, Dominick Maes, Ramiro Vázquez, Monica Vermeulen, Sven Mangelinckx, Jan Jacobs, Silvia Debenedetti, Carina Shayo, Norbert De Kimpe, Carlos Davio, Toward establishing structure–activity relationships for oxygenated coumarins as differentiation inducers of promonocytic leukemic cells Bioorganic & Medicinal Chemistry. ,vol. 17, pp. 6547- 6559 ,(2009) , 10.1016/J.BMC.2009.08.002
Stephen R. Meech, David Phillips, Photophysics of some common fluorescence standards Journal of Photochemistry. ,vol. 23, pp. 193- 217 ,(1983) , 10.1016/0047-2670(83)80061-6
Debdas Ray, P. K. Bharadwaj, A coumarin-derived fluorescence probe selective for magnesium. Inorganic Chemistry. ,vol. 47, pp. 2252- 2254 ,(2008) , 10.1021/IC702388Z
Omaima M. Abdelhafez, Kamelia M. Amin, Rasha Z. Batran, Timothy J. Maher, Somaia A. Nada, Shalini Sethumadhavan, Synthesis, anticoagulant and PIVKA-II induced by new 4-hydroxycoumarin derivatives Bioorganic & Medicinal Chemistry. ,vol. 18, pp. 3371- 3378 ,(2010) , 10.1016/J.BMC.2010.04.009
Yong-Fen Ma, Jae-Yeon Jung, Yu-Jung Jung, Ji-Hye Choi, Woo-Sik Jeong, Young-Sun Song, Jae-Seon Kang, Kaishun Bi, Myo-Jeong Kim, Anti-inflammatory Activities of Coumarins Isolated from Angelica gigas Nakai on LPS-stimulated RAW 264.7 Cells Journal of Food Science and Nutrition. ,vol. 14, pp. 179- 187 ,(2009) , 10.3746/JFN.2009.14.3.179
Hui Zhang, Tianzhi Yu, Yuling Zhao, Duowang Fan, Yangjun Xia, Peng Zhang, Yongqing Qiu, Lili Chen, Synthesis, crystal structure and photoluminescence of 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. ,vol. 75, pp. 325- 329 ,(2010) , 10.1016/J.SAA.2009.10.034