scholarly journals Synthesis and metal binding properties of N-alkylcarboxyspiropyrans

2017 ◽  
Vol 13 ◽  
pp. 1542-1550 ◽  
Author(s):  
Alexis Perry ◽  
Christina J Kousseff
Keyword(s):  
Metal Binding ◽  
Metal Cations ◽  
Efficient Synthesis ◽  
Visible Spectroscopy ◽  
Binding Properties ◽  
Systematic Analysis ◽  
H Nmr ◽  
Common Structure ◽  
Photoactive Materials ◽  
Uv Visible

Spiropyrans bearing an N-alkylcarboxylate tether are a common structure in dynamic, photoactive materials and serve as colourimetric/fluorimetric cation receptors. In this study, we describe an efficient synthesis of spiropyrans with 2–12 carbon atom alkylcarboxylate substituents, and a systematic analysis of their interactions with metal cations using 1H NMR and UV-visible spectroscopy. All N-alkylcarboxyspiropyrans in this study displayed a strong preference for binding divalent metal cations and a modest increase in M2+ binding affinity correlated with increased alkycarboxylate tether length.

Synthesis of perialkynylated tetrapyrazinoporphyrazines and its Optical Properties

2009 ◽  
Vol 2009 (5) ◽  
pp. 312-316 ◽  
Author(s):  
Chun Keun Jang ◽  
Jae Yun Jaung
Keyword(s):  
Optical Properties ◽  
Nmr Spectroscopy ◽  
Laser Desorption ◽  
Diels Alder ◽  
Visible Spectroscopy ◽  
H Nmr ◽  
Uv Visible ◽  
Tof Ms ◽  
Matrix Assisted Laser ◽  
Matrix Assisted Laser Desorption

Some phthalocyanines soluble in organic solvents have been developed by peripheral introduction of substituent groups. We report a new method for preparation of the polyphenyl-substituted dicyanopyrazines based on the [2 + 4] Diels-Alder cycloaddition of the tetraphenylcyclopentadienone to an ethynyl compound. The synthesised tetrapyrazinoporphyrazinato metal complexes were characterised by UV-visible spectroscopy, MALDI-TOF-Ms (matrix-assisted laser desorption ionisation time-of-flight mass) spectroscopy, and 1H NMR spectroscopy.

scholarly journals Novel phthalonitrile derivatives as potential compounds for extraction and complexation of metal cations

2016 ◽  
Vol 11 (10) ◽  
pp. 3870-3874
Author(s):  
Lassaad Baklouti
Keyword(s):  
Heavy Metal ◽  
Transition Metal ◽  
Metal Cations ◽  
Uv Spectra ◽  
Transition Metal Cations ◽  
Binding Properties ◽  
Heavy Metal Cations ◽  
Uv Visible ◽  
The Stability ◽  
Ligand Species

The synthesis and the binding properties of novel phthalonitrile derivatives 1-3 towards metal cations have been described in this paper. The complexation and extraction of some transition and heavy metal cations have been followed by UV-visible spectrophotometry absorption in methanol. The conductivity studies have been used in order to confirm complex’s stoichiometries. The treatment of UV spectra by digital program showed the formation of ML (with ML2 in some cases) (M=metal, L=ligand) species. Beyond the discussion of the stability profiles of complexes particular attention is paid to the selectivity towards Cu2+ in the 1st sequence of transition metal cations and towards Hg2+ in the sequence of heavy metal cations.

Synthesis and optical properties of tetrapyrazinoporphyrazine containing phenylene dendron unit as a peripheral substituent

2009 ◽  
Vol 13 (08n09) ◽  
pp. 939-948 ◽  
Author(s):  
Chun Keun Jang ◽  
Jae Yun Jaung
Keyword(s):  
Catalytic Properties ◽  
Diels Alder ◽  
Laser Desorption Ionization ◽  
Visible Spectroscopy ◽  
Ionization Time ◽  
H Nmr ◽  
Flight Mass Spectrometry ◽  
Out Of Plane ◽  
New Type ◽  
Uv Visible

A dendritic shell can create a distinct micro-environment within its core. It also has the advantage of possessing unique photochemical, photophysical, electrochemical, and catalytic properties. Polyphenylene dendrons, which are characterized by their shape-persistent structures and out-of-plane twisted phenyl components, have previously been successfully attached to various functional groups. We have recently developed a convenient method for synthesizing a new type of porphyrazine that contains both flexible (linear) and more rigid (dendritic) groups. The synthesis of this completely aromatic and dendronic structure is unique in that it is based on a [2+4] Diels-Alder cycloaddition of tetraphenylcyclopentadienone to an ethynyl compound, followed by the elimination of carbon monoxide. In this study, tetrapyrazinoporphyrazinato metal and metal-free complexes were prepared by mixing 2,3-dicyano-5-polyphenylpyrazines with magnesium in n-butanol. The synthesized tetrapyrazinoporphyrazines were characterized by UV-visible spectroscopy, MALDI-TOF-MS (matrix-assisted laser desorption/ionization time-of-flight mass) spectrometry, elemental analysis and 1 H NMR spectroscopy.

scholarly journals Metal-Binding Q-Proline Macrocycles

2021 ◽  
Author(s):  
Justin Northrup ◽  
Jesse Wiener ◽  
Matthew Hurley ◽  
Chun-Feng David Hou ◽  
Taylor Keller ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Functional Groups ◽  
Metal Cation ◽  
Metal Binding ◽  
Metal Cations ◽  
Efficient Synthesis ◽  
Steric Interactions ◽  
Fmoc Spps

Herein, we introduce the efficient synthesis of Q-proline (Q-Pro) based, metal-binding macrocycles (QPM), which can display up to nine functional groups. Synthesis of eight QPM was achieved through standard Fmoc-SPPS and peptoid chemistry. QPM are disordered in the absence of a metal cation, as evidenced by NMR and a crystal structure of <b>QPM-3</b> obtained through racemic crystallization. Addition of metal cations cause these macrocycles to adopt ordered, uniform core structures regardless of the functional groups. Alkylation of QPM allows for addition of reactive functional groups as the final step in a synthesis. Interestingly, the addition of secondary functional groups to the hydantoin amide position (R<sub>2</sub>) converts the proline ring from Cg-endo to Cg-exo, due to steric interactions.

scholarly journals Preparation, Spectroscopy, Physicochemical Properties and X-ray Structure Analysis of 3,4,5-TrimethoxyN(2-hydroxybenzylidene) aniline

2009 ◽  
Vol 6 (4) ◽  
pp. 1103-1108 ◽  
Author(s):  
Kodjo Charles Guillaume ◽  
Zabri Herve ◽  
Benie Anoubile ◽  
Estienne Jacques
Keyword(s):  
Ir Spectroscopy ◽  
Physicochemical Properties ◽  
Title Compound ◽  
Electronic Spectroscopy ◽  
Visible Spectroscopy ◽  
Compound A ◽  
X Ray ◽  
H Nmr ◽  
Uv Visible ◽  
Single Crystal Analysis

3,4,5-TrimethoxyN-(salicylidene) aniline was synthesized and characterized by IR spectroscopy,1H NMR and x-ray single crystal analysis. UV-visible spectroscopy was used for physicochemical tests. X-ray data reveals that the crystalline network cohesion of this compound is essentially assured by CH/pi type hydrogen bounds. It crystallized in the orthorhombic Pbcn space group. Electronic spectroscopy shows that the title compound doesn't present photochromic property but thermochromic one. Intermolecular interactions analysis confirms for this compound a thermochromic structural predisposition.

Comparative 1HNMR and UV-Visible Studies of Polyene Polymer Epoxidations Catalyzed by Iron(III), Manganese(III) and Chromium(III) Porphyrins

1998 ◽  
Vol 02 (01) ◽  
pp. 53-60 ◽  
Author(s):  
E. M. DAVORAS ◽  
R. DIAPER ◽  
A. DERVISSI ◽  
M. J. TORNARITIS ◽  
A. G. COUTSOLELOS
Keyword(s):  
Catalytic Activity ◽  
Catalytic Reaction ◽  
Manganese Porphyrin ◽  
Visible Spectroscopy ◽  
Two Phase ◽  
H Nmr ◽  
Catalytic Epoxidation ◽  
Uv Visible ◽  
Phase Systems

The catalytic epoxidation of cis-polybutadiene was studied in two-phase systems, CH 2 CI 2/ H 2 O and PhIO (solid)/ CH 2 Cl 2, using chlorochromium(III), chloromanganese(III) and chloroiron(III) tetraphenylporphyrin complexes as catalysts. Comparison of the catalytic activity of these three catalysts showed that the manganese porphyrin is the most suitable catalyst for this reaction. The results are based on reaction product ratios as determined by 1 H NMR . UV-Visible spectroscopy allowed monitoring of the metalloporphyrin evolution during the catalytic reaction.

The fate of phosphorus in the bleaching of spruce TMP with the new bleaching agent – THPS

Holzforschung ◽  
2008 ◽  
Vol 62 (4) ◽  
Author(s):  
Thomas Q. Hu ◽  
Eric Yu ◽  
Brian R. James ◽  
Paolo Marcazzan
Keyword(s):  
Pulp Mill ◽  
Bleaching Agent ◽  
Visible Spectroscopy ◽  
Nmr Studies ◽  
H Nmr ◽  
Bleached Pulp ◽  
P Content ◽  
Covalently Bonded ◽  
Bonding Hypothesis ◽  
Uv Visible

Abstract Tetrakis(hydroxymethyl)phosphonium sulfate (THPS) is a newly discovered, phosphorus-based bleaching agent that has been successfully tested in a pulp mill trial. The fate of phosphorus (P) and the chemistry in the course of THPS bleaching of a spruce TMP have been studied. The amount of P introduced into the THPS-bleached pulp depends on THPS dose and the bleaching conditions and it correlates well with the brightness gain. The P introduced into THPS-bleached pulp is covalently bonded to the pulp. The THPS-bleached and tetraethylphosphonium chloride-treated pulps have been additionally treated with calcium chloride before P analysis, and the results of these experiments support the covalent bonding hypothesis. Bleaching with 0.1 and 3.0% THPS (% based on oven-dried pulp) at 60 and 110°C leads to pulps with 0.13 and 2.17 mg P g-1 pulp, respectively, which corresponds to 0.08 and 1.4% THPS. More precisely, P is covalently bonded to lignin chromophores, such as lignin coniferaldehydes. This was found by P-content analysis, UV-visible spectroscopy, and 31P{1H} NMR studies of a crude milled wood lignin (crude MWL) and a partially purified MWL isolated from a THPS-bleached pulp.

scholarly journals Refinement of Structural Leads for Centrally Acting Oxime Reactivators of Phosphylated Cholinesterases

2012 ◽  
Vol 287 (15) ◽  
pp. 11798-11809 ◽  
Author(s):  
Zoran Radić ◽  
Rakesh K. Sit ◽  
Zrinka Kovarik ◽  
Suzana Berend ◽  
Edzna Garcia ◽  
...  
Keyword(s):  
Ph Dependence ◽  
Pharmacokinetic Studies ◽  
Visible Spectroscopy ◽  
H Nmr ◽  
Pharmacokinetic Properties ◽  
Uv Visible ◽  
Cns Penetration ◽  
Intrinsic Reactivity ◽  
Hydrolysis Of

We present a systematic structural optimization of uncharged but ionizable N-substituted 2-hydroxyiminoacetamido alkylamine reactivators of phosphylated human acetylcholinesterase (hAChE) intended to catalyze the hydrolysis of organophosphate (OP)-inhibited hAChE in the CNS. Starting with the initial lead oxime RS41A identified in our earlier study and extending to the azepine analog RS194B, reactivation rates for OP-hAChE conjugates formed by sarin, cyclosarin, VX, paraoxon, and tabun are enhanced severalfold in vitro. To analyze the mechanism of intrinsic reactivation of the OP-AChE conjugate and penetration of the blood-brain barrier, the pH dependence of the oxime and amine ionizing groups of the compounds and their nucleophilic potential were examined by UV-visible spectroscopy, 1H NMR, and oximolysis rates for acetylthiocholine and phosphoester hydrolysis. Oximolysis rates were compared in solution and on AChE conjugates and analyzed in terms of the ionization states for reactivation of the OP-conjugated AChE. In addition, toxicity and pharmacokinetic studies in mice show significantly improved CNS penetration and retention for RS194B when compared with RS41A. The enhanced intrinsic reactivity against the OP-AChE target combined with favorable pharmacokinetic properties resulted in great improvement of antidotal properties of RS194B compared with RS41A and the standard peripherally active oxime, 2-pyridinealdoxime methiodide. Improvement was particularly noticeable when pretreatment of mice with RS194B before OP exposure was combined with RS194B reactivation therapy after the OP insult.

Synthesis of PAA-PAMPS-PNaSS Terpolymers as Ultraviolet-Tagged Scale Inhibitor for Industrial Water Cooling System

2017 ◽  
Vol 757 ◽  
pp. 68-72 ◽  
Author(s):  
Parinya Jitreewas ◽  
Suwicha Saengvattanarat ◽  
Phanita Tansiri ◽  
Siriporn Pranee ◽  
Sunanta Chuayprakong ◽  
...  
Keyword(s):  
Acrylic Acid ◽  
Cooling System ◽  
Water Cooling ◽  
Visible Spectroscopy ◽  
Circulating Water ◽  
H Nmr ◽  
Sodium Styrene Sulfonate ◽  
Scale Inhibition ◽  
Uv Visible ◽  
Poly Acrylic Acid

Carboxylated polymer can be used as an anti-scaling agent in circulating water cooling systems. Poly(acrylic acid) and homopolymer have some drawbacks such as slight solubility in water and low calcium tolerance leading difficulty to determine the remaining quantity of polymer in water. This research is mainly focused on synthesis and ability of poly(acrylic acid-co-2-acrylamido-2-methylpropane sulfonic acid) (PAA-PAMPS) for scale inhibition. These terpolymers varied in mole ratios of monomers were prepared via solution polymerization. The obtained polymers are then characterized by FT-IR, 1H-NMR, TGA, turbidity, and UV-visible spectroscopy. For a scale inhibition test, GB/T 16632-2008 standard is applied. The scale inhibition efficiency for 100% was found in PAA-PAMPS copolymer (7:3). Afterwards this polymer was chosen for synthesizing an ultraviolet-tagged PAA-PAMPS-PNaSS terpolymer. UV-visible spectroscopy was used to monitor benzene sulfonate structure in sodium styrene sulfonate of the polymer chain at 224 nm.

scholarly journals THEORETICAL STUDY ON 15-CROWN-5 COMPLEX WITH SOME METAL CATIONS

2012 ◽  
Vol 12 (2) ◽  
pp. 135-140 ◽  
Author(s):  
Yahmin Yahmin ◽  
Harno Dwi Pranowo ◽  
Ria Armunanto
Keyword(s):  
Gas Phase ◽  
Metal Binding ◽  
Theoretical Study ◽  
Metal Cations ◽  
Quantum Mechanical ◽  
Interaction Energies ◽  
Mechanical Method ◽  
Binding Properties ◽  
Quantum Mechanical Method ◽  
Binding Capability

The capability of 15-crown-5 ethers to form complexes with some metal cations (Li+, Na+, K+, Zn2+, Cd2+ and Hg2+) was investigated by an ab initio quantum mechanical method. The calculations were performed at the RHF/lanl2mb level of theory. The interaction energies were used to evaluate the metal binding capability of the crown ether. The effect of nature of the metal on the binding properties was also studied. The results of the calculations showed that the interaction energy of the complexes increased in proportion with the ratio of ion charge, electronegativity and ionization potential to the cation diameter. In addition, based on the extraction distribution coefficient in the gas phase, it is found that the 15-crown-5 could not extract metal cations investigated.

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