About: Synthesis and spectral properties of new hydrazone dyes and their Co(III) azo complexes

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A series of six keto-hydrazone dyes was prepared by azo coupling of diazotised substituted 2- aminophenols with pyrrolinone esters. All keto-hydrazone compounds were found as a mixtures of E and Z isomers by 1H NMR. Irrespective to the position of nitro substituent on the phenol ring, all compounds fluoresce strongly only in solvent glass at 77 K except 4-nitro derivatives which also weakly fluoresce in solution and in solid-state at room temperature. Using these hydrazones as tridentate O-N-O´ ligands, six symmetrical 2:1 octahedral Co(III) complexes were prepared. Multinuclear NMR combined with 15N labelled hydrazone derivative proved that the starting mixture of hydrazone isomers was converted exclusively to E-azo configuration in complexes with coordinated nitrogen atoms coming solely from phenolic residues. The considerably different effect of 4- and 5-nitrophenol substituents on absorption spectra of the ligands and complexes was ascribed to prevailing azo character of an electronic structure of a ligand in the complex, based on TD DFT calculations. A series of six keto-hydrazone dyes was prepared by azo coupling of diazotised substituted 2- aminophenols with pyrrolinone esters. All keto-hydrazone compounds were found as a mixtures of E and Z isomers by 1H NMR. Irrespective to the position of nitro substituent on the phenol ring, all compounds fluoresce strongly only in solvent glass at 77 K except 4-nitro derivatives which also weakly fluoresce in solution and in solid-state at room temperature. Using these hydrazones as tridentate O-N-O´ ligands, six symmetrical 2:1 octahedral Co(III) complexes were prepared. Multinuclear NMR combined with 15N labelled hydrazone derivative proved that the starting mixture of hydrazone isomers was converted exclusively to E-azo configuration in complexes with coordinated nitrogen atoms coming solely from phenolic residues. The considerably different effect of 4- and 5-nitrophenol substituents on absorption spectra of the ligands and complexes was ascribed to prevailing azo character of an electronic structure of a ligand in the complex, based on TD DFT calculations. (en)
Title	Synthesis and spectral properties of new hydrazone dyes and their Co(III) azo complexes Synthesis and spectral properties of new hydrazone dyes and their Co(III) azo complexes (en)
skos:prefLabel	Synthesis and spectral properties of new hydrazone dyes and their Co(III) azo complexes Synthesis and spectral properties of new hydrazone dyes and their Co(III) azo complexes (en)
skos:notation	RIV/62690094:18470/13:50001336!RIV14-MSM-18470___
http://linked.open...avai/riv/aktivita	N P
http://linked.open...avai/riv/aktivity	N, P(EE2.3.30.0021)
http://linked.open...iv/cisloPeriodika	3
http://linked.open...vai/riv/dodaniDat	2014
http://linked.open...aciTvurceVysledku	Lyčka, Antonín
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Hradec Králové / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	109488
http://linked.open...ai/riv/idVysledku	RIV/62690094:18470/13:50001336
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	DFT; fluorescence spectra; absorption spectra; metal-azo komplex; pyrrolinone; Hydrazone (en)
http://linked.open.../riv/klicoveSlovo	metal-azo komplex pyrrolinone fluorescence spectra absorption spectra Hydrazone DFT
http://linked.open...odStatuVydavatele	NL - Nizozemsko
http://linked.open...ontrolniKodProRIV	[259E56E5B00A]
http://linked.open...i/riv/nazevZdroje	Dyes and pigments
http://linked.open...in/vavai/riv/obor	CF
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...vavai/riv/projekt	Strenthening of Research and Development Teams at the University of Pardubice
http://linked.open...UplatneniVysledku	2013
http://linked.open...v/svazekPeriodika	98
http://linked.open...iv/tvurceVysledku	Lyčka, Antonín Mervat, Elsedik Oldřich, Machalický Radim, Hrdina Stanislav, Luňák Tarek, Aysha
http://linked.open...ain/vavai/riv/wos	000321169000031
issn	0143-7208
number of pages	10 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.dyepig.2013.04.012
http://localhost/t...ganizacniJednotka	18470

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