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Supramolecular BODIPY based dimers: synthesis, computational and spectroscopic studies
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2021-08-25 , DOI: 10.1039/d1ob01433a Mariachiara Trapani 1 , Maria Angela Castriciano 1 , Elisabetta Collini 2 , Giovanni Bella 3 , Massimiliano Cordaro 3
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2021-08-25 , DOI: 10.1039/d1ob01433a Mariachiara Trapani 1 , Maria Angela Castriciano 1 , Elisabetta Collini 2 , Giovanni Bella 3 , Massimiliano Cordaro 3
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The synthetic procedures for the preparation of supramolecular BODIPY dimers decorated with complementary patterns able to induce the formation of a triple hydrogen bond through mutual interactions are here reported. The BODIPY and styryl-equipped BODIPY species have been suitably functionalized in meso position with 2,6-diacetamido-4-pyridyl and 1-butyl-6-uracyl moieties. Dimers and monomers have been subjected to computational and photophysical investigations in solvent media. Various peculiarities concerning the effects of the interaction geometry on the stability of the H-bonded systems have also been investigated. The combination of modelling and experimental data provides a paradigm for improving and refining the BODIPY synthetic pathway to have chromophoric architectures with a programmable supramolecular identity. Furthermore, the possibility of assembling dimers of different dyes through H-bonds could be appealing for a systematic investigation of the principal factors affecting the dynamics of the energy migration and possibly driving coherent transfer mechanisms. Our work highlights how the chemical versatility of these dyes can be exploited to design new BODIPY-based supramolecular architectures.
中文翻译：
基于超分子 BODIPY 的二聚体：合成、计算和光谱研究
本文报道了制备装饰有互补图案的超分子 BODIPY 二聚体的合成程序，该图案能够通过相互作用诱导形成三重氢键。BODIPY 和配备苯乙烯基的 BODIPY 物种已在中观进行了适当的功能化位置与 2,6-二乙酰氨基-4-吡啶基和 1-丁基-6-尿酰基部分。二聚体和单体已经在溶剂介质中进行了计算和光物理研究。还研究了相互作用几何对氢键系统稳定性的影响的各种特性。建模和实验数据的结合为改进和细化 BODIPY 合成途径提供了一种范式，以具有具有可编程超分子特性的发色结构。此外，通过氢键组装不同染料的二聚体的可能性可能会吸引对影响能量迁移动力学和可能驱动相干转移机制的主要因素的系统研究。
更新日期：2021-09-02
中文翻译：
基于超分子 BODIPY 的二聚体：合成、计算和光谱研究
本文报道了制备装饰有互补图案的超分子 BODIPY 二聚体的合成程序，该图案能够通过相互作用诱导形成三重氢键。BODIPY 和配备苯乙烯基的 BODIPY 物种已在中观进行了适当的功能化位置与 2,6-二乙酰氨基-4-吡啶基和 1-丁基-6-尿酰基部分。二聚体和单体已经在溶剂介质中进行了计算和光物理研究。还研究了相互作用几何对氢键系统稳定性的影响的各种特性。建模和实验数据的结合为改进和细化 BODIPY 合成途径提供了一种范式，以具有具有可编程超分子特性的发色结构。此外，通过氢键组装不同染料的二聚体的可能性可能会吸引对影响能量迁移动力学和可能驱动相干转移机制的主要因素的系统研究。
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