Insight into Spectral Properties and Solvatochromic Behavior of [b]-Fused BODIPYs: Experimental and Computational Study

IF 3 4区化学 Q3 CHEMISTRY, PHYSICAL

ChemPhotoChem Pub Date : 2024-06-26 DOI:10.1002/cptc.202400074

Dr. Ksenia V. Ksenofontova, Artyom Yu. Shagurin, Evgeniy E. Molchanov, Dr. Alexander A. Ksenofontov, Dmitrii A. Sbytov, Yana E. Kalyamanova, Prof. Elena A. Danilova, Dr. Yuriy S. Marfin

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Abstract

Two π-extended derivatives of boron-dipyrromethene (BODIPY) – unsymmetrical benzo[b]-fused BODIPY 1 and symmetrical naptho[b]-fused BODIPY 2 – were synthesized. Spectroscopic and photophysical properties of the synthesized fluorescent dyes were investigated in various organic media. Both BODIPY 1 and BODIPY 2 distinguished by bathochromically shifted absorption and emission bands compared to their non-fused derivatives, while possessing green (526–543 nm) and red (664–708 nm) absorbance and fluorescence, respectively. Spectral characteristics of the investigated fluorescent dyes were found to be weakly depended on solvent polarizability in case of BODIPY 1 and greatly influenced by both solvent polarizability and dipolarity in case of BODIPY 2. Quantum chemical calculations were used to clarify the relationships between geometry/electronic structure and spectral properties/solvatochromic behavior of BODIPY 1 and BODIPY 2.

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洞察 [b]-Fused BODIPYs 的光谱特性和溶色行为：实验和计算研究

合成了硼-二吡咯并二酮（BODIPY）的两种π-扩展衍生物--非对称苯并[b]-融合 BODIPY 1 和对称萘并[b]-融合 BODIPY 2。研究了合成的荧光染料在各种有机介质中的光谱和光物理性质。与未融合的衍生物相比，BODIPY 1 和 BODIPY 2 的吸收带和发射带都发生了浴色偏移，同时分别具有绿色（526 - 543 nm）和红色（664 - 708 nm）吸光度和荧光。量子化学计算被用来阐明 BODIPY 1 和 BODIPY 2 的几何形状/电子结构与光谱特性/溶解变色行为之间的关系。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ChemPhotoChem Chemistry-Physical and Theoretical Chemistry

CiteScore

5.80

自引率

5.40%

发文量

165