scholarly journals 4,7-Bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine

Molbank ◽  
10.3390/m1291 ◽  
2021 ◽  
Vol 2021 (4) ◽  
pp. M1291
Author(s):  
Timofey N. Chmovzh ◽  
Timofey A. Kudryashev ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
Liquid Crystalline ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Cross Coupling ◽  
Aromatic Nucleophilic Substitution ◽  
Alkyl Chains ◽  
Derivatives Of ◽  
Resolution Mass ◽  
Ir And Uv Spectroscopy

Bis(alkylsulfanyl) derivatives of 1,2,5-thiadiazoles fused with aromatic and heteroaromatic rings containing long alkyl chains are of interest as compounds with liquid crystalline properties. In this communication, 4,7-bis(dodecylthio)-[1,2,5]thiadiazolo[3,4-c]pyridine 1 was obtained from 4,7-dibromo-[1,2,5]thiadiazolo[3,4-c]pyridine 2 by a combination of two reactions—aromatic nucleophilic substitution SNAr and Buchwald–Hartwig cross-coupling. The structure of the newly synthesized compounds was established by means of elemental analysis; high-resolution mass spectrometry; 1H, 13C NMR, IR and UV spectroscopy; and mass spectrometry.

scholarly journals N,N-Bis(4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)thiophen-2-amine

Molbank ◽  
10.3390/m1290 ◽  
2021 ◽  
Vol 2021 (4) ◽  
pp. M1290
Author(s):  
Timofey N. Chmovzh ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Optoelectronic Devices ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Resolution Mass ◽  
Ir And Uv Spectroscopy

N,N-Diarylthiophen-2-amine units are of great interest for the synthesis of optoelectronic devices. In this communication, N,N-bis (4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)thiophen-2-amine was obtained by means of a Buchwald–Hartwig cross-coupling reaction of bis(4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)amine and 2-bromothiophene in the presence of tris(dibenzylideneacetone)dipalladium(0), tri-tert-butyl phosphine and sodium tert-butanolate. The structure of newly synthesized compounds was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy and mass-spectrometry.

scholarly journals 7,7’-(4,4-Bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene-2,6-diyl)bis(4-bromobenzo[c][1,2,5]thiadiazole)

Molbank ◽  
10.3390/m1310 ◽  
2021 ◽  
Vol 2022 (1) ◽  
pp. M1310
Author(s):  
Nikita S. Gudim ◽  
Ekaterina A. Knyazeva ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Optoelectronic Devices ◽  
Cross Coupling ◽  
Resolution Mass ◽  
Ir And Uv Spectroscopy

2,6-Bis(benzo[c][1,2,5]thiadiazol-4-yl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophenes are of interest for the synthesis of molecules which can be employed in optoelectronic devices. In this communication, 7,7’-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene-2,6-diyl)bis(4-bromobenzo[c][1,2,5]thiadiazole) was obtained by direct C–H cross-coupling of 4,7-dibromobenzo[c][1,2,5]thiadiazole with 4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b’]dithiophene in the presence of palladium(II)acetate and potassium pivalate. The structure of newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy.

scholarly journals 7-Bromo-[1,2,5]selenadiazolo[3,4-d]pyridazin-4(5H)-one

Molbank ◽  
10.3390/m1229 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1229
Author(s):  
Timofey N. Chmovzh ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
Heterocyclic System ◽  
High Resolution Mass Spectrometry ◽  
Uv Spectroscopy ◽  
Hydrolysis Product ◽  
Selenium Dioxide ◽  
Biologically Active ◽  
Photovoltaic Materials ◽  
Organic Photovoltaic Materials ◽  
Ir And Uv Spectroscopy

New heterocyclic systems containing 1,2,5-chalcogenadiazoles are of great interest for the creation of organic photovoltaic materials and biologically active compounds. In this communication, 3,6-dibromopyridazine-4,5-diamine was investigated in reaction with selenium dioxide in order to obtain 4,7-dibromo-[1,2,5]selenadiazolo[3,4-d]pyridazine. We found that 7-bromo-[1,2,5]selenadiazolo[3,4-d]pyridazin-4(5H)-one, the first representative of the new heterocyclic system, was isolated as a hydrolysis product of the corresponding 4,7-dibromoderivative. The structure of the newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy, and mass spectrometry.

Improved Access to 1,8-Dichloro-10-(ethynyl)anthracene: A Useful Building Block for (Semi-)rigid Organic Frameworks

Synthesis ◽  
2018 ◽  
Vol 50 (10) ◽  
pp. 2009-2018
Author(s):  
Jan-Hendrik Lamm ◽  
Philipp Niermeier ◽  
Leif Körte ◽  
Beate Neumann ◽  
Hans-Georg Stammler ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Building Block ◽  
High Resolution Mass Spectrometry ◽  
Cross Coupling ◽  
Easy Access ◽  
Coupling Reactions ◽  
X Ray Diffraction ◽  
X Ray ◽  
Cross Coupling Reactions ◽  
Resolution Mass

An easy access to 1,8-dichloro-10-(ethynyl)anthracene is reported, which is widely applicable for building up rigid linkers between two 1,8-dichloroanthracene units. For this, 1,8-dichloroanthren-10(9H)-one was reacted with ethynylmagnesium bromide in the presence of CeCl3; the yield was 65%. This building block was used as a substrate in (cross-)coupling reactions and some examples of linked 1,8-dichloroanthracen-10-yls (e.g., 1,8-bis[(1,8-dichloroanthracen-10-yl)-ethynyl]naphthalene or 1,2-bis[(1,8-dichloroanthracen-10-yl)ethynyl]-benzene) were synthesized in good to moderate yields. Linked 1,8-dichloroanthracen-10-yl derivatives were also synthesized by cross-coupling reactions using 10-bromo-1,8-dichloroanthracene and doubly ethynyl-substituted substrates. Linkers between the 1,8-dichloroanthracene units were: butadiynediyl, dimethylsilyldiethynyl, octa-1,7-diyne-1,8-diyl, propane-1,3-diylbis(dimethylsilyl)diethynyl, benzene-1,2-diethynyl, naphthalene-1,8-diyldiethynyl, and anthracene-1,8-diyldiethynyl. The new anthracene compounds were characterized by NMR spectroscopy, high-resolution mass spectrometry, and, in part, by X-ray diffraction experiments.

scholarly journals 3,6-Dibromopyridazine-4,5-diamine

Molbank ◽  
10.3390/m1053 ◽  
2019 ◽  
Vol 2019 (1) ◽  
pp. M1053
Author(s):  
Timofey Chmovzh ◽  
Ekaterina Knyazeva ◽  
Olga Ustimenko ◽  
Oleg Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Sodium Methoxide ◽  
High Resolution Mass Spectrometry ◽  
Photovoltaic Materials ◽  
High Resolution Mass ◽  
Derivatives Of ◽  
Resolution Mass

Dihalogenated derivatives of 1,2,5-chalcogenadiazoles fused with benzene or heterocyclic rings are of interest as starting compounds for photovoltaic materials. The 1,2,5-chalcogenadiazole ring in these heterocycles was most commonly prepared from the corresponding ortho-diamine moiety. In this communication, 3,6-dibromopyridazine-4,5-diamine was prepared via the reaction of 4,7-dibromo[1,2,5]thiadiazolo[3,4-d]pyridazine with sodium methoxide in THF by heating at reflux for four hours. The structure of the newly synthesized compound was established by means of high resolution mass-spectrometry, 1H, 13C-NMR and IR spectroscopy, and mass-spectrometry.

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