scholarly journals Synthesis of Silsesquioxanes with Substituted Triazole Ring Functionalities and Their Coordination Ability

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 439
Author(s):  
Monika Rzonsowska ◽  
Katarzyna Kozakiewicz ◽  
Katarzyna Mituła ◽  
Julia Duszczak ◽  
Maciej Kubicki ◽  
...  

A synthesis of a series of mono-T8 and difunctionalized double-decker silsesquioxanes bearing substituted triazole ring(s) has been reported within this work. The catalytic protocol for their formation is based on the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) process. Diverse alkynes were in the scope of our interest—i.e., aryl, hetaryl, alkyl, silyl, or germyl—and the latter was shown to be the first example of terminal germane alkyne which is reactive in the applied process’ conditions. From the pallet of 15 compounds, three of them with pyridine-triazole and thiophenyl-triazole moiety attached to T8 or DDSQ core were verified in terms of their coordinating properties towards selected transition metals, i.e., Pd(II), Pt(II), and Rh(I). The studies resulted in the formation of four SQs based coordination compounds that were obtained in high yields up to 93% and their thorough spectroscopic characterization is presented. To our knowledge, this is the first example of the DDSQ-based molecular complex possessing bidentate pyridine-triazole ligand binding two Pd(II) ions.

2019 ◽  
Vol 23 (8) ◽  
pp. 860-900 ◽  
Author(s):  
Chander P. Kaushik ◽  
Jyoti Sangwan ◽  
Raj Luxmi ◽  
Krishan Kumar ◽  
Ashima Pahwa

N-Heterocyclic compounds like 1,2,3-triazoles serve as a key scaffolds among organic compounds having diverse applications in the field of drug discovery, bioconjugation, material science, liquid crystals, pharmaceutical chemistry and solid phase organic synthesis. Various drugs containing 1,2,3-triazole ring which are commonly available in market includes Rufinamide, Cefatrizine, Tazobactam etc., Stability to acidic/basic hydrolysis along with significant dipole moment support triazole moiety for appreciable participation in hydrogen bonding and dipole-dipole interactions with biological targets. Huisgen 1,3-dipolar azide-alkyne cycloaddition culminate into a mixture of 1,4 and 1,5- disubstituted 1,2,3-triazoles. In 2001, Sharpless and Meldal came across with a copper(I) catalyzed regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles by cycloaddition between azides and terminal alkynes. This azide-alkyne cycloaddition has been labelled as a one of the important key click reaction. Click synthesis describes chemical reactions that are simple to perform, gives high selectivity, wide in scope, fast reaction rate and high yields. Click reactions are not single specific reaction, but serve as a pathway for construction of simple to complex molecules from a variety of starting materials. In the last few decades, 1,2,3-triazoles attracted attention of researchers all over the world because of their broad spectrum of biological activities. Keeping in view the biological importance of 1,2,3-triazole, in this review we focus on the various synthetic routes for the syntheisis of 1,4-disubstituted 1,2,3-triazoles. This review involves various synthetic protocols which involves copper and non-copper catalysts, different solvents as well as substrates. It will boost synthetic chemists to explore new pathway for the development of newer biologically active 1,2,3-triazoles.


2009 ◽  
Vol 924-926 ◽  
pp. 264-273 ◽  
Author(s):  
Ž. Mitić ◽  
G.S. Nikolić ◽  
M. Cakić ◽  
P. Premović ◽  
Lj. Ilić

2015 ◽  
Vol 51 (70) ◽  
pp. 13474-13477 ◽  
Author(s):  
Sebastian Heinl ◽  
Konrad Kiefer ◽  
Gábor Balázs ◽  
Claudia Wickleder ◽  
Manfred Scheer

Thermolysis of [CpMn(η6-cht)] with P4 in 1,3-diisopropylbenzene leads to the formation of the heterocubane [Cp4Mn4P4] (1) in high yields, as a rare example of ‘naked’ phosphorus containing complexes of manganese.


Polymers ◽  
2020 ◽  
Vol 12 (5) ◽  
pp. 1063
Author(s):  
Katarzyna Mituła ◽  
Michał Dutkiewicz ◽  
Julia Duszczak ◽  
Monika Rzonsowska ◽  
Beata Dudziec

The scientific reports on polyhedral oligomeric silsesquioxanes are mostly focused on the formation of completely condensed T8 cubic type structures and recently so-called double-decker derivatives. Herein, we report on efficient synthetic routes leading to trifunctionalized, open-cage silsesquioxanes with alkenyl groups of varying chain lengths from -vinyl to -dec-9-enyl and two types of inert groups (iBu, Ph) at the silsesquioxane core. The presented methodology was focused on hydrolytic condensation reaction and it enabled obtaining titled compounds with high yields and purity. A parallel synthetic methodology that was based on the hydrosilylation reaction was also studied. Additionally, a thorough characterization of the obtained compounds was performed, also in terms of their thermal stability, melting and crystallization temperatures (TGA and DSC) in order to show the changes in the abovementioned parameters dependent on the type of reactive as well as inert groups at Si-O-Si core. The presence of unsaturated alkenyl groups has a profound impact on the application potential of these systems, i.e., as modifiers or comonomers for copolymerization reaction.


2013 ◽  
Vol 850-851 ◽  
pp. 24-27
Author(s):  
Hong Lei

This article Synthesis of carbohydrate ligands of coordination ability, to react with metal Chlorides to get more stable complexes, and elemental analysis, infrared, Ultraviolet Spectroscopic characterization and analysis of nuclear magnetic resonance. Characterization of its structure and study on the hydrolysis activity of pnitrophenyl picolinate lipid and the activity of pnitrophenol solution of phosphate, disodium macrocyclic polyamine catalyzed by macrocyclic polyamine metal complexes. The results show that the effect of hydrolytic activity of macrocyclic polyamine complexes is much larger than the hydrolysis activity of ordinary metal complexes; it can be important significance to find a better way of cutting nucleic acid by hydroxylation.


2012 ◽  
Vol 9 (3) ◽  
pp. 1613-1622 ◽  
Author(s):  
Farouq E. Hawaiz ◽  
Mohammad K. Samad

A number of 3-[4-(benzyloxy)-3-(2-Chlorophenylazo)-phenyl]-5-(substituted-phenyl)-1-substituted-2-pyrazolines( 4a-j) and (5a-j) have been synthesized by diazotization of 2-chloroaniline and its coupling reaction with 4-hydroxy acetophenone, followed by benzyloxation of the hydroxyl group to give the substrate [4-benzyloxy-3-(2-chlorophenylazo)-acetophenone (1)].The prepared starting material (1) has been reacted with different substituted benzaldehydes to give a new series of chalcone derivatives 1-[(4-benzyloxy)-3-(2-chloro-phenylazo)-phenyl]-3-(substituted phenyl)-2-propen-1-one (3a-j), in high yields and in a few minutes, and the later compounds were treated with hydrazine hydrate according to Michael addition reaction to afford a new biolological active target compounds (4a-j) and (5a-j). Furthermore, The structures of the newly synthesized compounds were confirmed by FT-IR,13C-NMR,13C-DEPT &1H-NMR spectral data. The chalcone and pyrazoline derivatives were evaluated for their anti bacterial activity againstEscherichia colias gram negative andStaphylococcus aureusas gram positive, the results showed significant activity against both types of bacteria.


2015 ◽  
Vol 3 (2) ◽  
pp. 115-118 ◽  
Author(s):  
Borys Zakharchenko ◽  
Dmytro Khomenko ◽  
Roman Doroschuk ◽  
Rostyslav Lampeka

The article is devoted to investigation of coordination compounds of palladium (II) with 3-(2-pyridyl)-1,2,4-triazole derivatives containing amino groups. We syntesized 4 ligands and 4 new coordination compounds. An interesting after removing of BOC-protection, NH2-group is still uncoordinated. In 1H NMR spectra of complexes was a significant shift of the ortho-pyridine proton in a low-field area, which prove proposed structure. This may be due to its closeness to the lone electron pair of the nitrogen cycle of the second triazole ligand.


2019 ◽  
Vol 75 (12) ◽  
pp. 1658-1665 ◽  
Author(s):  
Zi-Yi Fang ◽  
Li Zhang ◽  
Jian-Ping Ma ◽  
Long Zhao ◽  
Shi-Ling Wang ◽  
...  

Because of its versatile coordination modes and strong coordination ability, the mercaptoacetic acid substituted 1,2,4-triazole 2-{[5-(pyridin-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid (H2L) was synthesized and characterized. Treatment of H2L with cobalt and nickel acetate afforded the dinuclear complexes {μ-3-[(carboxylatomethyl)sulfanyl]-5-(pyridin-2-yl)-4H-1,2,4-triazol-4-ido-κ2 N 1,N 5:N 2,O}bis[aqua(methanol-κO)cobalt(II)] methanol disolvate, [Co2(C9H6N4O2S)2(CH3OH)2(H2O)2]·2CH3OH (1), and {μ-3-[(carboxylatomethyl)sulfanyl]-5-(pyridin-2-yl)-4H-1,2,4-triazol-4-ido-κ2 N 1,N 5:N 2,O}bis[diaquanickel(II)] methanol disolvate dihydrate, [Ni2(C9H6N4O2S)2(H2O)4]·2CH3OH·2H2O (2), respectively. Complex 1 crystallized in the monoclinic space group P21/c, while 2 crystallized in the tetragonal space group I41/a. Single-crystal X-ray diffraction studies revealed that H2L is doubly deprotonated and acts as a tetradentate bridging ligand in complexes 1 and 2. For both of the obtained complexes, extensive hydrogen-bond interactions contribute to the formation of their three-dimensional supermolecular structures. Hirshfeld surface analysis was used to illustrate the intermolecular interactions. Additionally, the urease inhibitory activities of 1, 2 and H2L were investigated against jack bean urease, where the two complexes revealed strong urease inhibition activities.


2020 ◽  
Vol 508 ◽  
pp. 119628
Author(s):  
Mikaela M. Pyrch ◽  
Jay M. Williams ◽  
Maguire W. Kasperski ◽  
Lindsey C. Applegate ◽  
Tori Z. Forbes

2020 ◽  
Vol 2020 ◽  
pp. 1-12 ◽  
Author(s):  
Najlaa S. Al-Radadi ◽  
Ehab M. Zayed ◽  
Gehad G. Mohamed ◽  
Hayam A. Abd El Salam

Mononuclear chelates of Ni(II), Co(II), Fe(III), Cd(II), and Cu(II) derived from triazole novel tridentate ligands were prepared and characterized by different spectroscopic methods. The metal to ligand ratio was 1 : 2, which was revealed by elemental analysis. All the complexes were electrolytic in nature as suggested by the conductivity measurements. IR pointed out that the coordination of the triazole ligand toward the metal ions was carried out through N amino and S thiophenolic atoms. The complexes were found to have octahedral geometry, and their thermal stability was also studied. The XRD spectrum of Co(II) and Fe(III) complexes concluded their crystalline structure. The parent ligand and its chelates were investigated for antimicrobial potential. Bioassay of all triazole complexes showed increased activity as compared to that of the ligand. The complexes having Ni(II), Co(II), and Cu(II) ions as metal center exhibited superior antibacterial activity in opposition to Gram-positive (B. subtilis and S. pyogenes) and Gram-negative (E. coli and P. vulgaris) bacterium as compared to standard.


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