Insertion of terminal alkyne into Pt–N bond of the square planar [PtI2(Me2phen)] complex

2017 ◽  
Vol 46 (45) ◽  
pp. 15819-15826 ◽  
Author(s):  
Michele Benedetti ◽  
Federica De Castro ◽  
Vincenza Lamacchia ◽  
Concetta Pacifico ◽  
Giovanni Natile ◽  
...  
Keyword(s):  
Terminal Alkynes ◽  
Terminal Alkyne ◽  
Square Planar ◽  
Derivatives Of

The reactivity of [PtX2(Me2phen)] complexes (X = Cl, Br, I; Me2phen = 2,9-dimethyl-1,10-phenanthroline) with terminal alkynes is reported. Bromo and iodo derivatives lead to the formation of Pt(ii) alkenyl derivatives of the type [PtX2{κ2-N,C-(Z)-N̲1–N10–C̲C(H)(R)}] (N1–N10 = Me2phen) containing a Pt–N–C–C–N–C six membered metallacycle.

Synthesis of Novel 1,2,3-Triazole Derivatives of Isocoumarins and 3,4-Dihydroisocoumarin with Potential Antiplasmodial Activity In Vitro

2020 ◽  
Vol 16 ◽  
Author(s):  
Lucas da Silva Santos ◽  
Matheus Fillipe Langanke de Carvalho ◽  
Ana Claudia de Souza Pinto ◽  
Amanda Luisa da Fonseca ◽  
Julio César Dias Lopes ◽  
...  
Keyword(s):  
Triazole Ring ◽  
Antiplasmodial Activity ◽  
World Health ◽  
Dipolar Cycloaddition ◽  
Terminal Alkynes ◽  
The World ◽  
Ic50 Values ◽  
Derivatives Of ◽  
Active Substances

Background: Malaria greatly affects the world health, having caused more than 228 million cases only in 2018. The emergence of drug resistance is one of the main problems in its treatment, demonstrating the urge for the development of new antimalarial drugs. Objective: Synthesis and in vitro antiplasmodial evaluation of triazole compounds derived from isocoumarins and a 3,4- dihydroisocoumarin. Method: The compounds were synthesized in 4 to 6-step reactions with the formation of the triazole ring via the Copper(I)-catalyzed 1,3-dipolar cycloaddition between isocoumarin or 3,4-dihydroisocoumarin azides and terminal alkynes. This key reaction provided compounds with an unprecedented connection of isocoumarin or 3,4-dihydroisocoumarin and the 1,2,3-triazole ring. The products were tested for their antiplasmodial activity against a Plasmodium falciparum chloroquine resistant and sensitive strains (W2 and 3D7, respectively). Results: Thirty-one substances were efficiently obtained by the proposed routes with an overall yield of 25-53%. The active substances in the antiplasmodial test displayed IC50 values ranging from 0.68-2.89 μM and 0.85-2.07 μM against W2 and 3D7 strains, respectively.

Synthesis, Characterization and Biological Activity Evaluation of Novel Pd(II) and Pt(II) Complexes with Heterocyclic Hydrazone Ligands

2007 ◽  
Vol 555 ◽  
pp. 423-427 ◽  
Author(s):  
Nenad R. Filipović ◽  
Tamara R. Todorović ◽  
D.M. Sladić ◽  
Irena T. Novaković ◽  
D.A. Jeremić ◽  
...  
Keyword(s):  
Biological Activity ◽  
13C Nmr Spectroscopy ◽  
Chloride Ions ◽  
Planar Geometry ◽  
Moderate Activity ◽  
Coordination Sites ◽  
Ligand Type ◽  
Square Planar ◽  
Derivatives Of ◽  
Hydrazone Ligands

New complexes of Pt(II) with condensation derivatives of ethyl hydrazinoacetate and either 2-acetylpyridine or 2-quinolinecarboxaldehyde, and of Pd(II) with the condensation derivative of ethyl hydrazinoacetate and 2-quinolinecarboxaldehyde were synthesized and characterized by elemental analysis, IR, 1H- and 13C-NMR spectroscopy, and molar conductivity measurements. The complexes have a square planar geometry, ligands binding as bidentates in the neutral form, and the remaining two coordination sites being occupied by chloride ions. Biological activity of new complexes, and of previously synthesized Pd(II), Cd(II), Co(III) and Zn(II) complexes with this ligand type was evaluated by the brine shrimp test. All the complexes showed a moderate activity.

A Novel Synthetic Approach to Asymmetric Salen, Dihydrosalen, and Tetrahydrosalen Ligands: Structures and O2-Activating Properties of their Nickel(II) and Cobalt(II) Complexes

1994 ◽  
Vol 49 (8) ◽  
pp. 1089-1100 ◽  
Author(s):  
Arnd Böttcher ◽  
Horst Elias ◽  
Brigitte Eisenmann ◽  
Elke Hilms ◽  
Andreas Huber ◽  
...  
Keyword(s):  
Equilibrium Constants ◽  
Spectrophotometric Titration ◽  
Acetone Solution ◽  
Synthetic Approach ◽  
Coordination Core ◽  
Type Complex ◽  
Square Planar ◽  
Synthetic Procedure ◽  
Derivatives Of ◽  
Methyl Phenyl

A synthetic procedure is described for the preparation of the tetradentate N2O2 ligands H2[H4]L1=6-(2-hydroxyphenyl)-2,5-diaza-3,3-dimethyl-1-(2-hydroxy-3-t-butyl-5-methyl- phenyl)heptane, H2[H2]L1 = 6-(2-hydroxyphenyl)-2,5-diaza-3,3-dimethyl-1-(2-hydroxy-3-t-butyl-5-methylphenyl)-1-heptene, and H2L1 = 6-(2-hydroxyphenyl)-2,5-diaza-3,3-dimethyl-1-(2- hydroxy-3-t-butyl-5-methylphenyl)-1,5-heptadiene, which are asymmetric derivatives of the ligands tetrahydrosalen, dihydrosalen, and salen. Complexes Ni[H4]L1, Ni[H2]L1, NiL1, CoL1, Ni[H4]L2 (([H4]L2)2- = anion of H2[H4]L2 = N,N'-bis(2-hydroxy-3-t-butyl-5-methylbenzyl)- trans-(S,S)-1,2-diaminocyclohexane), and NiL2 were prepared, characterized (VIS and IR ab­sorption, magnetic moment) and subjected to spectrophotometric titration with pyridine, to determine the equilibrium constants for adduct formation. Single crystal X-ray structure analy­ses were carried out for Ni[H2]L1 (monoclinic, P21/n; a = 8.926(4), b = 29.324(7), c = 8.411(4) Å; β = 95.3(1)°; Z = 4), CoL1 (monoclinic, C2/c; a = 25.389(2), b = 18.139(2), c = 10.179(1) Å; β = 112.227(6); Z = 8), and Ni[H4]L2·acetone (tetragonal, P41212; a = 13.928(3), c = 33.698(5) Å; Z = 8). In all of the three complexes, the N2O2-metal coordination core is square-planar. The skeleton of the tetradentate ligand is more or less twisted. The planar cobalt(II) complex CoL1 is a low spin d7 system with μexp = 2.02 BM at 298 K, whereas the planar complexes NiL1, Ni[H2]L1 and Ni[H4]L2 are diamagnetic (μexp = 0.28-0.64 BM). The blue solvate Ni[H4]L1- 3EtOH · H2O is paramagnetic (μexp = 3.04 BM), which points to octahedral coordination. In aerated acetone solution, the tetrahydrosalen-type complex Ni[H4]L1 activates dioxygen and one C-N bond is oxidatively dehydrogenated. The VIS spectrum of the dihydrosalen-type complex formed is virtually identical with that of the aldimine complex Ni[H2]L1. In the pres­ence of dioxygen, Co[H4]L1 and Co[H2]L1 are readily oxidized to CoL1 in acetone solution.

scholarly journals The binding of platinum hexahalides (Cl, Br and I) to hen egg-white lysozyme and the chemical transformation of the PtI6octahedral complex to a PtI3moiety bound to His15

2014 ◽  
Vol 70 (9) ◽  
pp. 1132-1134 ◽  
Author(s):  
Simon W. M. Tanley ◽  
Laurina-Victoria Starkey ◽  
Lucinda Lamplough ◽  
Surasek Kaenket ◽  
John R. Helliwell
Keyword(s):  
Heavy Atom ◽  
Egg White ◽  
Hen Egg White Lysozyme ◽  
Egg White Lysozyme ◽  
Density Maps ◽  
Square Planar ◽  
Chemical Behaviour ◽  
Hen Egg White ◽  
Derivatives Of ◽  
Hen Egg

This study examines the binding and chemical stability of the platinum hexahalides K2PtCl6, K2PtBr6and K2PtI6when soaked into pre-grown hen egg-white lysozyme (HEWL) crystals as the protein host. Direct comparison of the iodo complex with the chloro and bromo complexes shows that the iodo complex is partly chemically transformed to a square-planar PtI3complex bound to the Nδatom of His15, a chemical behaviour that is not exhibited by the chloro or bromo complexes. Each complex does, however, bind to HEWL in its octahedral form either at one site (PtI6) or at two sites (PtBr6and PtCl6). As heavy-atom derivatives of a protein, the octahedral shape of the hexahalides could be helpful in cases of difficult-to-interpret electron-density maps as they would be recognisable `objects'.

Thio derivatives of b-diketones and their metal chelates. XXII. Dipole moments of some bivalent and trivalent metal complexes of fluorinated monothio-b-diketones

1976 ◽  
Vol 29 (4) ◽  
pp. 767 ◽  
Author(s):  
M Das ◽  
SE Livingstone ◽  
JH Mayfield ◽  
DS Moore ◽  
N Saha
Keyword(s):  
Copper Complexes ◽  
Dipole Moments ◽  
Platinum Complexes ◽  
Mean Value ◽  
Tetrahedral Configuration ◽  
Square Planar ◽  
Palladium And Platinum Complexes ◽  
Static Polarization ◽  
The Moment ◽  
Derivatives Of

Dipole moments have been determined by static polarization measurements for some iron(111), ruthenium(111), rhodium(111), nickel(11), palladium(11), platinum(11), copper(11) and zinc(11) complexes of fluorinated monothio-β-diketones RC(SH)=CHCOCF3. The moments indicate a facial-octahedral configuration for the iron, ruthenium and rhodium complexes, a cis-square-planar configuration for the nickel, palladium and platinum complexes, and a tetrahedral configuration for the zinc complexes. The copper complexes have moments 0.5-1.0 D lower than the mean value for the corresponding nickel, palladium and platinum complexes; this lowering of the moment is attributed to significant distortion from the square-planar towards the tetrahedral configuration. The dipole moments of the square-planar and octahedral complexes decrease if the R groups are arranged in the order: p-MeC6H4 ≥ 2-thienyl > β-naphthyl > m-MeC6H4 > Ph > Pr? > Bui > Me > m-ClC6H4 > m-BrC6H4 > p-FC6H4 > p-ClC6H4 > p-BrC6H4 > m,p-Cl2C6H3.

Cu(ii)@Luviset clear as recyclable catalyst for the formation of C–C bond in homo-coupling of terminal alkynes

RSC Advances ◽  
2015 ◽  
Vol 5 (117) ◽  
pp. 96372-96376 ◽  
Author(s):  
Zheng-Jun Wang ◽  
Peng-Hui Wang ◽  
Jing-Jing Lv ◽  
Jiu-Ju Feng ◽  
Xinhua Xu ◽  
...  
Keyword(s):  
Catalytic System ◽  
Product Yield ◽  
Recyclable Catalyst ◽  
Terminal Alkynes ◽  
Terminal Alkyne

A recyclable catalytic system of Cu(ii)@Luviset clear was developed for the homo-coupling of terminal alkyne with excellent product yield.

Orthometalated Amino-Carbene Derivatives of Iridium via Anilines and Terminal Alkynes

2010 ◽  
Vol 29 (23) ◽  
pp. 6417-6421 ◽  
Author(s):  
Elumalai Kumaran ◽  
Venugopal Shanmugham Sridevi ◽  
Weng Kee Leong
Keyword(s):  
Terminal Alkynes ◽  
Derivatives Of
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