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Федорова, О. А.; Koshkin, A. V.; Gromov, S. P.; Avakyan, V. G.; Nazarov, V. B.; Бричкин, С. Б.; Vershinnikova, T. G.; Nikolaeva, T. M.; Chernych, L. A.; Алфимов, М. В.

doi:10.1023/a:1020950620582

Cited by 10 publications

(2 citation statements)

References 4 publications

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“…The choice of the doubly charged cations of the mentioned alkali earth metals was motivated by our intention to achieve the formation of firm complexes with the compounds under investigation in diluted acetonitrile solutions, which is convenient when studying cation induced optical effects. As was shown for the crown containing spironaphthoxazines, in the case of derivatives having benzo 15 crown 5 ether residue, magnesium com plexes have a greater stability among the complexes of these ligands with alkali earth metals, while aza 15 crown 5 containing spironaphthoxazines coordinate with calcium cations more effectively [33,34].…”

Section: Complexing Of Crown Containing Naphthalimide Derivatives Witmentioning

confidence: 74%

Synthesis and sensor propeties of crown-containing derivatives of 4-(1,5-diphenyl-Δ2-pyrazolin-3-yl)-1,8-naphthalimide

Sergeeva

Panchenko

Fedorov

et al. 2012

Prot Met Phys Chem Surf

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Section: Complexing Of Crown Containing Naphthalimide Derivatives Witmentioning

confidence: 74%

Synthesis and sensor propeties of crown-containing derivatives of 4-(1,5-diphenyl-Δ2-pyrazolin-3-yl)-1,8-naphthalimide

Sergeeva

Panchenko

Fedorov

et al. 2012

Prot Met Phys Chem Surf

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“…It has already been shown that spirooxazines may react in certain cases to oxazole derivatives. However, depending on the employed conditions, different mechanisms for the formation of these oxidation products have been proposed [17,[73][74][75][76][77][78][79][80]. For example, Fedorova et al have shown that after the cation-induced ring opening of spirooxazine derivatives, the respective merocyanine forms undergo a slow oxidation to the corresponding oxazoles in the dark only under aerobic conditions [17,80].…”

Section: Reaction With Metal Ionsmentioning

confidence: 99%

Cation-induced ring-opening and oxidation reaction of photoreluctant spirooxazine–quinolizinium conjugates

Pithan¹,

Ihmels²

2020

Beilstein J. Org. Chem.

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Two new spiroindolinonaphthoxazine derivatives with an electron-accepting styrylquinolizinium or styrylcoralyne unit, respectively, were synthesized, and the influence of such an arylvinyl substituent on the chemical and photochemical properties of the compounds was investigated. Specifically, these spirooxazines turned out to be resistant towards the photoinduced merocyanine formation, and the irradiation with light mainly led to photodegradation of the substrates. However, it was shown by colorimetric and fluorimetric screening assays as well as by detailed NMR spectroscopic and mass spectrometric studies that the addition of particular metal ions (Cu2+, Fe3+, and to a certain extent Hg2+) initially induced a ring-opening reaction that was irreversibly followed by a fast ring closure–deprotonation–oxidation sequence to give styryl-substituted naphthoxazole derivatives as the products quantitatively. For the quinolizinium-substituted spirooxazine derivative, the formation of the respective oxidation product caused the development of a broad absorption band between 425 nm and 500 nm and a new emission band at λfl = 628 nm, so that it may be employed as a selective chemosensor or chemodosimeter for the colorimetric and fluorimetric detection of Cu2+ and Fe3+.

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Crown‐Containing Spironaphthoxazines and Spiropyrans. Part 3. Synthesis and Investigation of the Merocyanine Form of Crown‐Containing Spirobenzothiazolinonaphthoxazine

et al. 2003

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Multi-membered O,S-heterocycles Multi-membered O,S-heterocycles R 0691Crown-Containing Spironaphthoxazines and Spiropyrans. Part 3. Synthesis and Investigation of the Merocyanine Form of Crown-Containing Spirobenzothiazolinonaphthoxazine -[preparation of title compound (I), its complexing properties and the spectroscopic and photometric characteristics of its complexes with alkaline earth metal cations]. -(FEDOROVA*, O. A.; KOSHKIN, A. V.; GROMOV, S. P.; AVAKYAN, V. G.; NAZAROV, V. B.; BRICHKIN, S. B.; VERSHINNIKOVA, T. G.; NIKOLAEVA, T. M.; CHERNYCH, L. A.; ALFIMOV, M. V.; Russ.

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Untitled

Cited by 10 publications

References 4 publications

Synthesis and sensor propeties of crown-containing derivatives of 4-(1,5-diphenyl-Δ2-pyrazolin-3-yl)-1,8-naphthalimide

Synthesis and sensor propeties of crown-containing derivatives of 4-(1,5-diphenyl-Δ2-pyrazolin-3-yl)-1,8-naphthalimide

Cation-induced ring-opening and oxidation reaction of photoreluctant spirooxazine–quinolizinium conjugates

Crown‐Containing Spironaphthoxazines and Spiropyrans. Part 3. Synthesis and Investigation of the Merocyanine Form of Crown‐Containing Spirobenzothiazolinonaphthoxazine

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