Fluorescent mesoionic 1-(2-aryl-4H-thieno[3,4-d][1,2,3]triazol-2-ium-4-ylidene)ethan-1-olates: One-pot synthesis, photophysics, and biological behavior

Alexander K. Eltyshev, Nadezhda V. Chernysheva, Artem S. Minin, Varvara A. Pozdina, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya

Результат исследования: Научные публикации в периодических изданияхстатьярецензирование

Аннотация

This paper reports the one-pot synthesis of a rare type of mesoionic compounds, which are condensed mesoionics. A series of new bicyclic arylthienotriazoliumolates was synthesized by an improved synthetic method. This approach has a large scope of starting materials and was used to obtain diverse structures with outstanding photophysical properties. The pattern of substituents decorating the mesoionic ring was the important factor determining the electronic distributions of the synthesized compounds. Pull–pull (А–π–A), push–push (D–π–D), pull–push (A–π–D), and push–pull (D–π–A) systems were designed, synthesized and their absorption, emission, stability, and biological behavior were studied. Quantum chemical calculations were performed to deepen the knowledge about the absorption and emission properties of these systems and explain their unusual geometries and electronic structures. Confocal microscopy experiments showed that thienotriazoliumolates easily penetrated into living cells and selectively accumulated near the cell membrane, Golgi apparatus, and endoplasmic reticulum.

Язык оригиналаанглийский
Номер статьи109777
ЖурналDyes and Pigments
Ранняя дата в режиме онлайн10 сен 2021
DOI
СостояниеЭлектронная публикация перед печатью - 10 сен 2021

Предметные области OECD FOS+WOS

  • 2.04 ХИМИЧЕСКИЕ ТЕХНОЛОГИИ

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