Circularly polarized luminescence from a common alkoxy pillar[5]arene and its co-aggregates withπ-conjugated rods  

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作  者:Kenichi Kato Ryo Iwano Shun Tokuda Kiichi Yasuzawa Masayuki Gon Shunsuke Ohtani Shuhei Furukawa Kazuo Tanaka Tomoki Ogoshi 

机构地区:[1]Department of Synthetic Chemistry and Biological Chemistry,Graduate School of Engineering,Kyoto University,Nishikyo-ku,Kyoto,Japan [2]Institute for Integrated Cell-Material Sciences(WPI-iCeMS),Kyoto University,Sakyo-ku,Kyoto,Japan [3]Department of Polymer Chemistry,Graduate School of Engineering,Kyoto University,Nishikyo-ku,Kyoto,Japan [4]WPI Nano Life Science Institute,Kanazawa University,Kakuma-machi,Kanazawa,Japan

出  处:《Aggregate》2024年第3期202-208,共7页聚集体(英文)

基  金:MEXT World Premier International Research Center Initiative,Japan;Core Research for Evolutional Science and Technology,Grant/Award Number:JPMJCR18R3;Japan Society for the Promotion of Science,Grant/Award Numbers:JP21K14611,JP22H00334,JP23H04027。

摘  要:Cylinder-shaped macrocycles composed ofπ-panels have attracted special attention as one of the best platforms for the development of organic molecule-based chi-roptical materials.Pillar[n]arenes are a class of macrocycles with the advantage of easy preparation but have not been extensively investigated from the perspective of luminescent molecules.However,common alkoxy pillar[n]arenes arefluorescent in non-haloalkane solvents,showing potential to be used for molecule-based chi-roptical materials.In this work,circularly polarized luminescence(CPL)spectra are reported for a pillar[5]arene with stable planar chirality using tetrahydrofu-ran(THF)and cyclohexane as solvents,which has been missing for many years.The pillar[5]arene also forms co-aggregates with 1,4-bis(phenylethynyl)benzene and 1,4-bis[(pentafluorophenyl)ethynyl]benzene in THF/H2O mixtures,owing to a hydrophobic effect.The co-aggregates with thefluorinatedπ-rod display a new low-energy absorption peak and broad emission band as well as intense circular dichroism and CPL signals.Chiral information from the enantiopure pillar[5]arene core is efficiently transmitted to the co-aggregates with theπ-conjugated rod,lead-ing to the highest dissymmetry factor for CPL(2.9×10-2 at 472 nm)among pillar[n]arene-based CPL materials.

关 键 词:CHIRALITY circularly polarized luminescence co-aggregates hydrophobic effect pillar[n]arenes 

分 类 号:O62[理学—有机化学]

 

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