Acid-base indicator for media with a low dielectric constant in the case of methylene chloride

Fanov, Yu. A.; Krasnaya, Zh. A.; Stytsenko, T. S.; Slovetskii, V. I.; Isaev, I. D.

doi:10.1007/bf00953656

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“…The structures of salts 4, 6, 7, 8, 9a,b, and 10a,b were confirmed by 1 H NMR spectroscopy in DMSO d 6 and electronic absorption spectroscopy.…”

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confidence: 83%

“…The 1 H NMR spectra of salts 4, 6, 7, 8, 9a,b, 10a,b, and 12a were recorded on a Bruker Avance 300 instrument (300.13 MHz) in DMSO d 6 . The 1 H and 13 C NMR spectra of salts 11a,b and 12b and dyes 13a,b were recorded on a Bruker Avance 600 spec…”

Section: Methodsmentioning

confidence: 99%

“…More precisely, the concentra tion of free acid can be determined using spectrophotome try (threshold detectable concentration 10 -7 mol L -1 ) suit able for use in aprotic solvents with low dielectric con stants (<10), for which direct and highly sensitive meth ods are absent. [5][6][7] Like protonation, alkylation of BDAK occurs at the O atom to give stable crystalline alkoxy polymethine salts in high yields 3,8,9 (see Scheme 1).…”

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Protonation and alkylation of cross-conjugated ω,ω’-bis(dimethylamino) ketones (ketocyanines) containing the piperidine ring and the synthesis of the corresponding thiapentacarbocyanine dyes

et al. 2010

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Protonation and alkylation of cross conjugated ω ω ω ω ω,ω ω ω ω ω´ bis(dimethylamino) ketones (ketocyanines) containing the piperidine ring and the synthesis of the corresponding thiapentacarbocyanine dyes Protonation or alkylation of 3,5 bis(3 dimethylaminoprop 2 enylidene) 1 methylpiperi din 4 one with Et 2 O•HBF 4 , Et 3 O + BF 4 -, Me 2 SO 4 , or Et 2 SO 4 (1 equiv.) involves the endocy clic N atom, yielding the corresponding piperidinium salts. With 2 equivalents of the above reagents, the reactions occur at two reactive sites (the N and O atoms) to give doubly charged 4 hydroxy or 4 alkoxy polymethine salts. Protonation and alkylation of ethyl 3,5 bis(3 dimethyl aminoprop 2 enylidene) 4 oxopiperidine 1 carboxylate involve only the O atom, affording the corresponding singly charged 4 hydroxy and 4 alkoxy polymethine salts. The latter were used to obtain previously unknown meso alkoxythiapentacarbocyanine dyes containing the 1 ethoxycarbonyl 1,2,3,6 tetrahydropyridine fragment in the polymethine chain.

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“…The structures of salts 4, 6, 7, 8, 9a,b, and 10a,b were confirmed by 1 H NMR spectroscopy in DMSO d 6 and electronic absorption spectroscopy.…”

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confidence: 83%

Section: Methodsmentioning

confidence: 99%

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confidence: 99%

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