Distinct Guest-Dependent Changes in Arrangements of a Fluorophore and the Corresponding Emission Modes in a Ternary System: Transcription and Translation of Guest Molecular Information
作者:Yuji Mizobe、Tomoaki Hinoue、Mikiji Miyata、Ichiro Hisaki、Yasuchika Hasegawa、Norimitsu Tohnai
DOI:10.1246/bcsj.80.1162
日期:2007.6.15
In order to prepare novel molecular arrangements of a fluorophore that result in new solid-state fluorescence properties, we fabricated a ternary system consisting of anthracene-2,6-disulfonic acid (ADS), aliphatic primary amines and guest molecules as a fluorophore, arrangement-controlling parts and molecular information sources, respectively. The system consisting of ADS, (rac)-s-butylamine and 1,4-dioxane yielded a novel zigzag arrangement of anthracene moieties that gave rise to a rare emission mode. Subsequent screening of the amines and guests in the ternary system suggested that a relationship exists among the molecular information source, the zigzag arrangement and the rare emission mode. Namely, molecular information of 1,4-dioxane is transcribed to the zigzag arrangement, and the arrangement is translated into the excimer-like emission. Interestingly, the relationship appears to mimic that found in DNA. In addition, transcription of the molecular information requires the appropriate shape and size of void spaces formed by ADS and (rac)-s-butylamine. From these observations, the zigzag arrangement and the corresponding rare emission mode is specific for the system of ADS, (rac)-s-butylamine and 1,4-dioxane.
为了制备新的分子排列,从而获得新的固态荧光特性,我们构建了一个由蒽-2,6-二磺酸(ADS)、脂肪族初级胺和作为荧光体的客体分子组成的三元体系,分别作为排列控制部分和分子信息源。由ADS、(rac)-s-丁胺和1,4-二氧烷组成的体系产生了新的锯齿形蒽单元排列,导致了罕见的发射模式。随后对三元体系中的胺和客体进行筛选,表明分子信息源、锯齿形排列与罕见的发射模式之间存在关联。具体而言,1,4-二氧烷的分子信息被转录到锯齿形排列中,而这种排列又转化为类激发态二聚体的发射。有趣的是,这种关系似乎与DNA中的关系相似。此外,分子信息的转录需要ADS和(rac)-s-丁胺形成的适当形状和大小的空隙。根据这些观察,锯齿形排列及其对应的罕见发射模式是ADS、(rac)-s-丁胺和1,4-二氧烷体系的特有特征。