Design, Synthesis, Characterization and Electrochemical Properties of BODIPY Dyes Containing Mono, Bis-2-Naphthyloxyhexyloxy and 4-(Benzyloxy)Phenoxyhexyloxy Groups.

作者: Zekeriya Biyiklioglu , Turgut Keleş

DOI: 10.1007/S10895-016-1921-1

关键词: BoronAmine gas treatingHOMO/LUMOOrganic chemistryBODIPYCyclic voltammetryDichloromethaneChemistryPolymer chemistryElectrochemistryBoron trifluoride

摘要: In this study, the synthesis of boron dipyrromethene dyes containing mono, bis-2-naphthyloxyhexyloxy and 4-(benzyloxy)phenoxyhexyloxy groups has been reported. Boron were synthesized from bis-benzaldehyde derivatives with 2,4-dimethylpyrrole in dichloromethane presence trifluoroacetic, 2,3-dichloro-5,6-dicyano-p-benzoquinon, triethyl amine trifluoride diethyl etherate, respectively. Electrochemical characterization carried out voltammetric measurements. studies show that have reversible one reduction potentials unlike irreversible oxidation potentials. Graphical Abstract ᅟ.

参考文章(31)
Alfred Treibs, Franz-Heinrich Kreuzer, Difluorboryl-Komplexe von Di- und Tripyrrylmethenen European Journal of Organic Chemistry. ,vol. 718, pp. 208- 223 ,(1968) , 10.1002/JLAC.19687180119
Xin-Dong Jiang, Houjun Zhang, Yuanlin Zhang, Weili Zhao, Development of non-symmetric thiophene-fused BODIPYs Tetrahedron. ,vol. 68, pp. 9795- 9801 ,(2012) , 10.1016/J.TET.2012.09.011
Armin Burghart, Heejin Kim, Mike B. Welch, Lars H. Thoresen, Joe Reibenspies, Kevin Burgess, Fredrik Bergström, Lennart B.-Å. Johansson, 3,5-Diaryl-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) Dyes: Synthesis, Spectroscopic, Electrochemical, and Structural Properties Journal of Organic Chemistry. ,vol. 64, pp. 7813- 7819 ,(1999) , 10.1021/JO990796O
Vellanki Lakshmi, Mangalampalli Ravikanth, Photophysical and electrochemical properties of sterically crowded polyarylated boron-dipyrromethenes Chemical Physics Letters. ,vol. 564, pp. 93- 97 ,(2013) , 10.1016/J.CPLETT.2013.02.023
Laure Bonardi, Hani Kanaan, Franck Camerel, Pascale Jolinat, Pascal Retailleau, Raymond Ziessel, Fine‐Tuning of Yellow or Red Photo‐ and Electroluminescence of Functional Difluoro‐boradiazaindacene Films Advanced Functional Materials. ,vol. 18, pp. 401- 413 ,(2008) , 10.1002/ADFM.200700697
Gonzalo Duran-Sampedro, Antonia R. Agarrabeitia, Inmaculada Garcia-Moreno, Angel Costela, Jorge Bañuelos, Teresa Arbeloa, Iñigo López Arbeloa, Jose Luis Chiara, María J. Ortiz, Chlorinated BODIPYs: Surprisingly Efficient and Highly Photostable Laser Dyes European Journal of Organic Chemistry. ,vol. 2012, pp. 6335- 6350 ,(2012) , 10.1002/EJOC.201200946
Onur Buyukcakir, O. Altan Bozdemir, Safacan Kolemen, Sundus Erbas, Engin U. Akkaya, Tetrastyryl-Bodipy Dyes: Convenient Synthesis and Characterization of Elusive Near IR Fluorophores Organic Letters. ,vol. 11, pp. 4644- 4647 ,(2009) , 10.1021/OL9019056
Songlin Niu, Gilles Ulrich, Pascal Retailleau, Raymond Ziessel, BODIPY-bridged push–pull chromophores: optical and electrochemical properties Tetrahedron Letters. ,vol. 52, pp. 4848- 4853 ,(2011) , 10.1016/J.TETLET.2011.07.028