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对映体纯硼二吡咯类化合物及一些相关对映体化合物的最新研究进展。

Recent advances in the development of enantiopure BODIPYs and some related enantiomeric compounds.

作者信息

Sultan Shaista, Crovetto Luis, Rios Ramon

机构信息

Department of Chemistry, Khalifa University, SAN Campus, Abu Dhabi, United Arab Emirates.

Department of Physical Chemistry, Universidad de Granada, Granada, Spain.

出版信息

Chem Commun (Camb). 2025 Jan 28;61(10):1989-2010. doi: 10.1039/d4cc05809g.

Abstract

During the process of developing smart chiroptical luminophores, small chiral organic dyes have emerged as candidates of utmost importance. In this regard, the chiral variants of boron dipyrromethene (BODIPY) serve as suitable molecules owing to their excellent photophysical properties such as high fluorescence quantum yields, narrow emission bandwidths with high peak intensities, high photo and chemical stability, and higher molar extinction coefficients. Thus, the last decade observed an influx of research from various research groups for the induction of chirality in originally achiral BODIPY. Among these, the generation of chiral centers at various positions in BODIPY favored the synthetic accessibility towards this particular chiral pool, which in turn is found to be applicable in various areas like photodynamic therapy, bio-imaging, dye-sensitized solar cells, optoelectronics, fluorescent indicators, dye lasers, and chiral sensing. This review summarizes these various aspects of creating stereogenic centers at various positions, like α, β, , or at boron, in BODIPYs.

摘要

在开发智能手性发光体的过程中,小型手性有机染料已成为极其重要的候选物。在这方面,硼二吡咯亚甲基(BODIPY)的手性变体因其优异的光物理性质而成为合适的分子,这些性质包括高荧光量子产率、具有高峰强度的窄发射带宽、高光稳定性和化学稳定性以及更高的摩尔消光系数。因此,在过去十年中,各个研究小组纷纷涌入研究领域,试图在原本无手性的BODIPY中引入手性。其中,在BODIPY的各个位置生成手性中心有利于对这个特定手性库进行合成,进而发现其可应用于光动力疗法、生物成像、染料敏化太阳能电池、光电子学、荧光指示剂、染料激光器和手性传感等各个领域。本综述总结了在BODIPY的α、β、 或硼等各个位置创建立体中心的这些不同方面。

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