Solvent-controlled intramolecular excimer emission from organosilicon derivatives of naphthalene

Belova, Anastasia S.; Kononevich, Yuriy N.; Sazhnikov, V. A.; Сафонов, А. А.; Ionov, D. S.; Анисимов, А. А.; Shchegolikhina, Olga I.; Алфимов, М. В.; Музафаров, А. М.

doi:10.1016/j.tet.2021.132287

Cited by 14 publications

(15 citation statements)

References 83 publications

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“…This class of compounds makes it possible to obtain various functional derivatives and materials that can find application in various fields of chemistry and materials science. 54–64…”

Section: Compounds Based On Vin-d2-hmentioning

confidence: 99%

Sequential hydrothiolation–hydrosilylation: a route to the creation of new organosilicon compounds with preset structures

et al. 2023

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“…This class of compounds makes it possible to obtain various functional derivatives and materials that can find application in various fields of chemistry and materials science. 54–64…”

Section: Compounds Based On Vin-d2-hmentioning

confidence: 99%

Sequential hydrothiolation–hydrosilylation: a route to the creation of new organosilicon compounds with preset structures

et al. 2023

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“…Compound 91 (synthesized from 65) with four naphthyl groups on the extended siloxane chains exhibits a higher molar extinction coefficient as well as higher quantum yield due to their bigger amount of naphthalene units. 90 Recently, Migulin et al described two new extended all-ciscyclic siloxanes bearing the photoactive azobenzene groups 92 and 93, prepared from compound 65 as well. 91 C-C coupling reaction.…”

Section: Dalton Transactionsmentioning

confidence: 99%

“…Along the same lines, compound 91 (Table 7) bearing four naphthalene moieties in water or a mixture of DMSO-water was demonstrated to favor the formation of intramolecular complexes, which resulted in strong excimer emission. 90…”

Section: Iii2 Photoactive Materialsmentioning

confidence: 99%

Well-defined cyclic silanol derivatives

et al. 2022

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“…Recently, cyclosiloxanes having fluorescence moieties with appropriate linkers have been widely studied. Cycloteterasiloxane having naphthyl, anthryl, pyrenyl, − and BODIPY, with alkyl and alkenyl linkers have been prepared. However, cyclosiloxanes in which polycyclic aromatic hydrocarbons such as anthracene and pyrene are directly connected to silicon atoms have scarcely been reported.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Cyclotri- and Tetrasiloxanes with Pyrenyl Groups

et al. 2022

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Cyclosiloxanes directly bearing polyaromatic groups on silicon atoms have scarcely been reported. Herein, hexa(1pyrenyl)cyclotrisiloxane (2) and octa(1-pyrenyl)cyclotetrasiloxane (3) were successfully prepared from di(1-pyrenyl)silanediol (1) in the presence of a weak base such as tetraethylammonium acetate and triethylamine in MeCN. The structure of the cyclosiloxanes bearing multiple pyrenyl groups in the solid and solution states was evaluated by NMR, X-ray crystallography, and density functional theory (DFT) calculations. All pyrenyl groups of 2 were oriented outward, and no π−π stacking of adjacent pyrenyl groups was observed. However, all pairs of adjacent pyrenyl groups at 1-and 3-positions in 3 are oriented in the same direction and were π−π stacked with respect to each other. The UV−vis spectra of 2 and 3 in organic solvents showed a slight broadening of the peaks, as observed for typical pyrene derivatives. Interestingly, the fluorescence spectra of 2 showed small monomer and strong excimer emissions; however, those of 3 showed only a strong excimer emission in all solvents. Partially pyrenylated cyclotri-and tetrasiloxanes (compounds 4 and 5) showed solvent-dependent monomer and excimer spectra as observed for di(1-pyrenyl)silane derivatives, implying that the excimer emissions of 2 and 3 arise from mainly geminal and vicinal pyrenyl groups, respectively.

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Solvent-controlled intramolecular excimer emission from organosilicon derivatives of naphthalene

Cited by 14 publications

References 83 publications

Sequential hydrothiolation–hydrosilylation: a route to the creation of new organosilicon compounds with preset structures

Sequential hydrothiolation–hydrosilylation: a route to the creation of new organosilicon compounds with preset structures

Well-defined cyclic silanol derivatives

Synthesis and Characterization of Cyclotri- and Tetrasiloxanes with Pyrenyl Groups

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