Univ. Bordeaux, CNRS, Bordeaux INP, ISM UMR 5255, F-33400 Talence, France.
Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan.
Molecules. 2023 Apr 11;28(8):3382. doi: 10.3390/molecules28083382.
The introduction of biuret hydrogen-bonding sites onto chiral binaphthalene-based chromophores was investigated as a route to sub-micron-sized, vesicle-like aggregates endowed with chiroptical properties. The synthesis was conducted from the corresponding chiral 4,4'-dibromo-1,1'-bis(2-naphthol) via Suzuki-Miyaura coupling to afford luminescent chromophores whose emission spectrum could be tuned from blue to yellow-green through extension of the conjugation. For all compounds, the spontaneous formation of hollow spheres with a diameter of ca. 200-800 nm was evidenced by scanning electron microscopy, along with strong asymmetry in the circularly polarized absorption spectra. For some compounds, the emission also displayed circular polarization with values of = ca. 10 which could be increased upon aggregation.
将酰亚胺氢键基团引入手性联萘基生色团中，被探索作为一种方法来获得具有手性光学性质的亚微米尺寸、类似囊泡的聚集物。该合成是通过相应的手性 4,4'-二溴-1,1'-双(2-萘酚)进行铃木-宫浦偶联来进行的，得到了发光生色团，其发射光谱可以通过扩展共轭来从蓝色调谐到黄绿色。对于所有化合物，通过扫描电子显微镜证明了具有约 200-800nm 直径的空心球的自发形成，同时在圆偏振吸收光谱中表现出强烈的不对称性。对于一些化合物，其发射也表现出圆偏振， 值约为 10，可以通过聚集进一步增加。
