Control of the Solid-State Chiral Optical Properties of a Supramolecular Organic Fluorophore Containing 4-(2-Arylethynyl)-Benzoic Acid

被引:48
|
作者
Nishiguchi, Noriaki [1 ]
Kinuta, Takafumi [1 ]
Nakano, Yoko [2 ]
Harada, Takunori [3 ]
Tajima, Nobuo [4 ]
Sato, Tomohiro [1 ]
Fujiki, Michiya [2 ]
Kuroda, Reiko [3 ]
Matsubara, Yoshio [1 ]
Imai, Yoshitane [1 ]
机构
[1] Kinki Univ, Dept Appl Chem, Fac Sci & Engn, Osaka 5778502, Japan
[2] Nara Inst Sch & Technol, Grad Sch Mat Sci, Nara 6300192, Japan
[3] Univ Tokyo, Dept Life Sci, Grad Sch Arts & Sci, Meguro Ku, Tokyo 1538902, Japan
[4] Natl Inst Mat Sci, Computat Mat Sci Ctr, Tsukuba, Ibaraki 3050047, Japan
关键词
chirality; circular dichroism; circularly polarized luminescence; crystal-engineering; fluorescence; QUINOL-TYPE FLUOROPHORES; CORRELATED MOLECULAR CALCULATIONS; DIFFERENTIAL-OVERLAP TECHNIQUE; GAUSSIAN-BASIS SETS; INTERMEDIATE NEGLECT; HOST SYSTEM; PHOTOPHYSICAL PROPERTIES; FLUORESCENCE; EMISSION; (1R,2S)-2-AMINO-1,2-DIPHENYLETHANOL;
D O I
10.1002/asia.201000780
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The solid-state chiral optical properties of a 4-(2-arylethynyl)-benzoic acid/amine supramolecular organic fluorophore can be controlled by changing the arylethynyl group of the achiral 4-(2-arylethynyl)-benzoic acid component molecule rather than the chirality of the amine component molecule.
引用
收藏
页码:1092 / 1098
页数:7
相关论文
共 19 条
  • [1] Preparation of a Spontaneously Resolved Chiral Fluorescent System Containing 4-(2-Arylethynyl)benzoic Acid
    Taniguchi, Naoya
    Shimomaki, Ryutaro
    Amako, Tomoyuki
    Sato, Tomohiro
    Tokutome, Hayato
    Tajima, Nobuo
    Kuroda, Reiko
    Fujiki, Michiya
    Imai, Yoshitane
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2 (08) : 681 - 687
  • [2] Nonclassical Tunability of Solid-State CD and CPL Properties of a Chiral 2-Naphthalenecarboxylic Acid/Amine Supramolecular Organic Fluorophore
    Nishiguchi, Noriaki
    Kinuta, Takafumi
    Sato, Tomohiro
    Nakano, Yoko
    Tokutome, Hayato
    Tajima, Nobuo
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    Imai, Yoshitane
    CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (02) : 360 - 366
  • [3] Solid-State Optical Properties of a Chiral Supramolecular Organic Fluorophore Consisting of Fluorescent 1-Pyrenesulfonic Acid and Amine Molecules
    Imai, Yoshitane
    Murata, Katuzo
    Nakano, Yoko
    Harada, Takunori
    Sato, Tomohiro
    Tajima, Nobuo
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (19) : 3244 - 3248
  • [4] Solid-State Chiral Supramolecular Organic Fluorophore Having a π-Conjugated Phenylene Ethynylene Unit
    Kinuta, Takafumi
    Kamon, Kensaku
    Harada, Takunori
    Nakano, Yoko
    Tajima, Nobuo
    Sato, Tomohiro
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    Imai, Yoshitane
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (33) : 5760 - 5764
  • [5] Control of solid-state chiral optical properties of a chiral supramolecular organic fluorophore consisting of 1-pyrenesulfonic acid and chiral amine molecules
    Imai, Yoshitane
    Murata, Katuzo
    Nakano, Yoko
    Harada, Takunori
    Kinuta, Takafumi
    Tajima, Nobuo
    Sato, Tomohiro
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    CRYSTENGCOMM, 2010, 12 (06): : 1688 - 1692
  • [6] Novel Means of Controlling the Solid-State Circular Dichroism Property in a Supramolecular Organic Fluorophore Comprising 4-[2-(Methylphenyl)ethynyl]benzoic Acid by Varying the Position of the Methyl Substituent
    Nishiguchi, Noriaki
    Kinuta, Takafumi
    Sato, Tomohiro
    Nakano, Yoko
    Harada, Takunori
    Tajima, Nobuo
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    Imai, Yoshitane
    CRYSTAL GROWTH & DESIGN, 2012, 12 (04) : 1859 - 1864
  • [7] Solid-state chiral optical properties of axially chiral binaphthyl acid derivatives
    Kinuta, Takafumi
    Sato, Tomohiro
    Nakano, Yoko
    Harada, Takunori
    Tajima, Nobuo
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    Imai, Yoshitane
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2011, 220 (2-3) : 134 - 138
  • [8] Complexation Behavior of a Supramolecular Organic Fluorophore Prepared by Solid-State Co-Grinding Crystallization Using 2-Anthracenecarboxylic Acid and (R)-1-(2-Naphthyl)ethylamine and Its Optical Properties
    Imai, Yoshitane
    Murata, Katuzo
    Kawaguchi, Kakuhiro
    Harada, Takunori
    Nakano, Yoko
    Sato, Tomohiro
    Fujiki, Michiya
    Kuroda, Reiko
    Matsubara, Yoshio
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (09) : 1335 - 1339
  • [9] Dependence of solid-state optical properties on binding groups in biphenyl acid/amine supramolecular organic complexes
    Okuno, Takahiro
    Sakoda, Yumeko
    Kinuta, Takafumi
    Sato, Tomohiro
    Tokutome, Hayato
    Tajima, Nobuo
    Nakano, Yoko
    Fujiki, Michiya
    Kuroda, Reiko
    Imai, Yoshitane
    CRYSTENGCOMM, 2012, 14 (14) : 4819 - 4825
  • [10] Crystal Structures and Solid-State Optical Properties of Supramolecular Organic Fluorophore Composed of 1D Columnar Network Structure Consisting of Fluorescent 2-Naphthalenecarboxylic Acid
    Nishiguchi, Noriaki
    Sato, Tomohiro
    Kinuta, Takafumi
    Kuroda, Reiko
    Matsubara, Yoshio
    Imai, Yoshitane
    CRYSTAL GROWTH & DESIGN, 2011, 11 (03) : 827 - 831