Insight into Spectral Properties and Solvatochromic Behavior of [<i>b</i>]‐Fused BODIPYs: Experimental and Computational Study-Reference-Cited by-同舟云学术

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

Published:2024-08-16 Issue: Volume: Page:
ISSN:2367-0932
Container-title:ChemPhotoChem
language:en
Short-container-title:ChemPhotoChem

Author:

Ksenofontova Ksenia V.¹²^ORCID,Shagurin Artyom Yu.²³^ORCID,Molchanov Evgeniy E.²⁴,Ksenofontov Alexander A.⁵^ORCID,Sbytov Dmitrii A.¹^ORCID,Kalyamanova Yana E.¹,Danilova Elena A.⁴,Marfin Yuriy S.⁶^ORCID

Affiliation:

1. Department of Inorganic Chemistry Ivanovo State University of Chemistry and Technology 10, Sheremetevskiy pr. Ivanovo 153000 Russia

2. Department of Scientific Research Pacific National University 136, ul. Tihookeanskaya Khabarovsk 680035 Russia

3. Laboratoire de Spectroscopie pour les Interactions, la Réactivité et l'Environnement (UMR 8516) Université de Lille Villeneuve d'Ascq Cedex 59655 France

4. Department of Fine Organic Synthesis Technology Ivanovo State University of Chemistry and Technology 7, Sheremetevskiy pr. Ivanovo 153000 Russia

5. Research Department 1 G.A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences 1, ul. Akademicheskaya Ivanovo 153045 Russia

6. Higher School of Natural Resources Management Pacific National University 136, ul. Tihookeanskaya Khabarovsk 680035 Russia

Abstract

AbstractTwo 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.

Funder

Russian Science Foundation

Ministry of Science and Higher Education of the Russian Federation

Publisher

Wiley

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