N,O π-Conjugated 4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis and Photophysical Properties

Mykhaylo A. Potopnyk; Roman Lytvyn; Yan Danyliv; Magdalena Ceborska; Oleksandr Bezvikonnyi; Dmytro Volyniuk; Juozas Vidas Gražulevičius

doi:10.1021/acs.joc.7b02239

N,O π-Conjugated 4-Substituted 1,3-Thiazole BF₂ Complexes: Synthesis and Photophysical Properties

Mykhaylo A. Potopnyk^*
, Roman Lytvyn
, Yan Danyliv
, Magdalena Ceborska
, Oleksandr Bezvikonnyi
, Dmytro Volyniuk
, Juozas Vidas Gražulevičius

^*Šī darba korespondējošais autors

Institute of Organic Chemistry of the Polish Academy of Sciences
Kaunas University of Technology
Ivan Franko National University of L'viv
Institute of Physical Chemistry of the Polish Academy of Sciences

Zinātniskās darbības rezultāts: Devums žurnālam › Zinātniskais raksts (žurnālā) › koleģiāli recenzēts

47 Atsauces (Scopus)

Kopsavilkums

A series of 1,3-thiazole-based organoboron complexes has been designed and synthesized by acylation of 2-amino 4-subsituted 1,3-thiazoles with (4-dimethylamino)benzoyl chloride and the subsequent BF₂ complexation reaction. The influence of substituents in position 4 of the thiazole ring on photophysical properties of the complexes has been investigated. Synthesized thiazolo[3,2-c][1,3,5,2]oxadiazaborinines mainly showed intensive fluorescence in solutions. Complex with a 4,5-unsubstituted thiazole unit demonstrated an aggregation induced emission (AIE) effect and a very high fluorescent quantum yield (94%) in the solid state because of the inhibition of π-π/π-n interactions in the molecular packing.

Oriģinālvaloda	Angļu
Lapas (no-līdz)	1095-1105
Lapu skaits	11
Žurnāls	Journal of Organic Chemistry
Sējums	83
Izdevuma numurs	3
DOIs	https://doi.org/10.1021/acs.joc.7b02239
Publikācijas statuss	Publicēts - 2 febr. 2018
Ārēji publicēts	Jā

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abstract = "A series of 1,3-thiazole-based organoboron complexes has been designed and synthesized by acylation of 2-amino 4-subsituted 1,3-thiazoles with (4-dimethylamino)benzoyl chloride and the subsequent BF2 complexation reaction. The influence of substituents in position 4 of the thiazole ring on photophysical properties of the complexes has been investigated. Synthesized thiazolo[3,2-c][1,3,5,2]oxadiazaborinines mainly showed intensive fluorescence in solutions. Complex with a 4,5-unsubstituted thiazole unit demonstrated an aggregation induced emission (AIE) effect and a very high fluorescent quantum yield (94\%) in the solid state because of the inhibition of π-π/π-n interactions in the molecular packing.",

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T2 - Synthesis and Photophysical Properties

AU - Potopnyk, Mykhaylo A.

AU - Lytvyn, Roman

AU - Danyliv, Yan

AU - Ceborska, Magdalena

AU - Bezvikonnyi, Oleksandr

AU - Volyniuk, Dmytro

AU - Gražulevičius, Juozas Vidas

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AB - A series of 1,3-thiazole-based organoboron complexes has been designed and synthesized by acylation of 2-amino 4-subsituted 1,3-thiazoles with (4-dimethylamino)benzoyl chloride and the subsequent BF2 complexation reaction. The influence of substituents in position 4 of the thiazole ring on photophysical properties of the complexes has been investigated. Synthesized thiazolo[3,2-c][1,3,5,2]oxadiazaborinines mainly showed intensive fluorescence in solutions. Complex with a 4,5-unsubstituted thiazole unit demonstrated an aggregation induced emission (AIE) effect and a very high fluorescent quantum yield (94%) in the solid state because of the inhibition of π-π/π-n interactions in the molecular packing.

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