ABSTRACT
A spontaneous resolution chiral fluorescent system is prepared by using 2-anthracenecarboxylic acid, and racemic (rac)-1-phenylethylamine or rac-1-cyclohexylethylamine. Although chiral functional organic materials are usually prepared using chiral molecules, in this system, a chiral organic fluorophore, which exhibits fluorescence in the solid state, is prepared from achiral and rac molecules.
Subject(s)
Anthracenes/chemistry , Carboxylic Acids/chemistry , Fluorescence , Absorption , Amines/chemistry , Circular Dichroism , Crystallography, X-Ray , Stereoisomerism , Time FactorsABSTRACT
A supramolecular host system composed of a 2D layered structure was developed by combining 1,2-diphenylethylenediamine and N-phenyliminodiacetic acid. This 2D layered structure was formed by a hydrogen- and ionic-bonded network between 2(1)-helical columns.
Subject(s)
Ethylenediamines/chemistry , Imino Acids/chemistry , Crystallography, X-Ray , Hydrogen Bonding , Models, Molecular , StereoisomerismABSTRACT
A solid-state fluorescent host system was created by self-assembly of a 2(1)-helical columnar organic fluorophore composed of (1R,2S)-2-amino-1,2-diphenylethanol and fluorescent 1-pyrenecarboxylic acid. This host system has a characteristic 2(1)-helical columnar hydrogen- and ionic-bonded network. Channel-like cavities are formed by self-assembly of this column, and various guest molecules can be included by tuning the packing of this column. Moreover, the solid-state fluorescence of this host system can change according to the included guest molecules. This occurs because of the change in the relative arrangement of the pyrene rings as they adjust to the tuning of the packing of the shared 2(1)-helical column, according to the size of the included guest molecules. Therefore, this host system can recognize slight differences in molecular size and shape.
Subject(s)
Carboxylic Acids/chemistry , Ethanolamines/chemistry , Fluorescent Dyes/chemistry , Pyrenes/chemistry , Crystallization , Hydrogen Bonding , Molecular Structure , Spectrometry, Fluorescence , Stereoisomerism , X-Ray DiffractionABSTRACT
In a two-component columnar host system composed of racemic (rac)-1,2-diphenylethylenediamine and rac-1,1'-binaphthyl-2,2'-dicarboxylic acid, a cavity tuning mechanism resulted from changes in the structure of the columns using a specific combination of the following four molecules: (1R,2R)-1, (1S,2S)-1, (R)-2, and (S)-2.
Subject(s)
Dicarboxylic Acids/chemistry , Ethylenediamines/chemistry , Naphthalenes/chemistry , Crystallography, X-Ray , Molecular Conformation , Molecular Structure , StereoisomerismABSTRACT
A solid-state fluorescence sensing system was created by using a chiral supramolecular organic fluorophore having a channel-like cavity composed of (1R,2S)-2-amino-1,2-diphenylethanol as a chiral molecule and 2-anthracenecarboxylic acid as a fluorescence molecule.
