Synthesis of new fluorescent 1-(thien-2-yl)-9H-thieno[3,4-b]-chroman-9-ones and their fluorescent photomodulation by photochromic dihetarylethenes

Levchenko, K. S.; Barachevski, V. A.; Кобелева, О. И.; Venidiktova, О. V.; Валова, Т. М.; Bogacheva, Anna M.; Chudov, K. A.; Grebennikov, E. P.; Shmelin, P. S.; Poroshin, N.O.; Adamov, G. E.; Yarovenko, V. N.; Krayushkin, M. M.

doi:10.1016/j.tetlet.2015.01.101

Cited by 5 publications

(1 citation statement)

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“…So far, many reports concerning the substituent effects on the properties of diarylethene derivatives have been reported. 6,[21][22][23] From these publications, it can be concluded that the reported substituents are usually simple functional groups. In this study, using variable heteroaryl rings (benzene, thiophene, and thiazole) as peripheral groups, we have synthesized three new pyridine-containing diarylethenes to elucidate the substituent effects of heteroaryl groups on the photochromic behaviors of these diarylethene derivatives ( Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes

Liao

Xue

Zheng

et al. 2016

Journal of the Brazilian Chemical Society

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Three new unsymmetrical pyridine-containing diarylethenes with a variable peripheral heteroaryl unit were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The substituent effects of variable heteroaryl groups on the photochromic and fluorescence properties were systematically discussed. Thienyl and thiazyl could effectively enhance the cyclization quantum yields and photoconversion ratios in the photostationary state, as compared to the phenyl group. However, they had no obvious effect on the fluorescence behaviors. Moreover, X-ray structural analysis revealed that the N … S heteroatom-contact interactions resulted in a higher cyclization quantum yield, which may be ascribed to the effective stabilizing ability on the photoreactive formations in diarylethenes with a thienyl/thiazyl unit.

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Section: Introductionmentioning

confidence: 99%