Synthesis 2024; 56(11): 1735-1740
DOI: 10.1055/a-2226-4082
paper
New Trends in Organic Synthesis from Chinese Chemists

3-/3,5-Styryl-Substituted BODIPY with N-Bridged Annulation: Synthesis and Spectroscopic Properties

Le Chang
,
Shengjie Zhou
,
Xiangduo Kong
,
Lizhi Gai
,
Hua Lu
We thank the National Natural Science Foundation of China (No. 21801057, 21871072) and Scientific Research Fund of Zhejiang Provincial Education Department (Y202351671) for financial support.


Abstract

The development of organic dyes with high fluorescence quantum yield (FLQY) and tunable emission has significant application potential in biomedicine and material science. The synthesis of four N-bridged annulated BODIPY dyes with styryl units at the 3- and 3,5-positions of the BODIPY core, introduced by Knoevenagel condensation reaction, is reported. These dyes show high FLQY and tunable fluorescence. The intrinsic relationship between structure and properties is comprehensively analyzed through density functional theory (DFT) calculations, which is crucial for the rational design of new BODIPY dyes with desired properties for specific applications.

Supporting Information



Publication History

Received: 01 October 2023

Accepted after revision: 11 December 2023

Accepted Manuscript online:
11 December 2023

Article published online:
19 January 2024

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