Filters
total: 19
Search results for: THIOAMIDES
-
Correlation between the Reactivity and Spectroscopic Properties of N-Substituted Secondary Thioamides. New Intramolecular N• •H+• •N Binding Approach and Proton Complexes Based on Thioamide Ligation
PublicationFrom a comparison of chem. shifts and wavenumbers of several secondary thioamides and amides having monocationic substituents attached to thiocarbamoyl or carbamoyl groups by a polymethylene chain, new intramol. unconventional N···H+···N H bonding effects were discovered. It is argued that the CH2-N rotation is hindered and two +H···NHMe nonequiv. protons occur in a proton spectrum of hydrochloride RCH2C(S)NH(CH2)3NHMe-HCl...
-
Synthesis of some optically active terpenoid-derived thioamides
Publication -
Calix[4]arene-Thioamides as Ionophores for Transition and Heavy Metal Cations.
PublicationPochodne kaliks[4]arenów odgrywają ważną rolę jako materiał aktywny w membranowych elektrodach jonoselektywnych. Obecnie duży nacisk kładzie się na kontrolę stężeń kationów metali ciężkich, takich jak Pb, Cd, Hg, Cu w wodach naturalnych. Naszym zadaniem było zaprojektować i zsyntezować ligandy, które wykazują zdolność do wiązania kationów metali ciężkich i przejściowych. Synteza, struktury krystaliczne, ekstrakcja i właściwości...
-
Calix[4]arene-Thioamides as Ionophores for Transition and Heavy Metal cations
PublicationCalix[4]arene derivatives play an important role as sensing materials in Ion Selective Electrodes(ISEs). Nowadays a high impact is put to control in natural waters the level of toxic heavy metals, like Pb ,Cd, Hg or Cu which may cause the great risk to human health. Our goal was to design and to synthesize ligands possessing ability to bind transition and heavy metal cations. The synthesis, crystal structures,extractive and ionophoric...
-
A Reaction of Thioamides with Zinc Ammoniates Leading to Simple Amidines. Discovery of a New Zwitterionic Monomethylamidine
PublicationThe reaction of thioamides with the R1R2N-ZnCl ammoniates leads to N-mono-, N,N'-di-, N,N-disubstituted, and unsubstituted amidines with high concns. of amines in abs. ethanol. The efficient direct formation of the N,N'-dimethylamidine can be explained by a greater reactivity of methylamine compared with dimethylamine. Discovery of a new zwitterion (induced by a carbonyl oxygen) suggests that the stabilization in the thymine...
-
Convenient Syntheses of N-Methylthioamides: A Migration of the H2S Molecule in the Thioamide-nitrile System
PublicationThe reaction of thioamides with the R1R2N-ZnCl ammoniates leads to N-mono-, N,N'-di-, N,N-disubstituted, and unsubstituted amidines with high concns. of amines in abs. ethanol. The efficient direct formation of the N,N'-dimethylamidine can be explained by a greater reactivity of methylamine compared with dimethylamine. Discovery of a new zwitterion (induced by a carbonyl oxygen) suggests that the stabilization in the thymine...
-
Calix[4]Arenes Appended with Thioamide Moieties as Powerful Tool for Heavy Metals Recognition
Publication -
Calix[4]arenes appended with thioamide moieties as powerful tool for heavy metals recognition
PublicationSelectivity of new thioamide derivatives was assessed using those ligands as sensor materials in ion-selective membrane electrodes and tested towards Pb2+ - selectivity. The influence of the nature of the thioamide function (linear, branched or cyclic substituents) on their ionophoric properties was investigated. Electrodes based on cyclic thioamide moieties are promising analytical tools for monitoring Pb2+ concentration in natural...
-
Lower rim substituted p-tert-butylcalix[4]arene; Part 14. Synthesis, structures and binding studies of calix[4]arene thioamides
PublicationA number of p-tert-butylcalix[4]arene thioamides were synthesized and characterized by 1H-NMR and elemental analysis. Compounds 1-5 are O-substituted derivatives with -CH2-C(=S)-N-X groups, where NX = morpholidyl, NEt2, NHC2H4Ph, NHCH2Ph and NHEt,respectively. The X-ray structures of the ligands 1, 3, 5 and of the complex 3Pb(ClO4)2, (compound 6), are presented and their slightly distorted cone conformation is established. The...
-
Preparation of Pseudopeptides Building Blocks with Retro-Thioamide Bond Mediated via Thiocarbamoyl Meldrum's Acid
PublicationAn easy and efficient synthesis of pseudo tripeptide containing a thiomalonamide moiety was developed. Isothiocyanate derivatives of amino acids react smoothly with 2,2-dimethyl-1,3-dioxane-4,6-dione yielding new thiocarbamoyl Meldrum's acids. Thermal decomposition of this new Meldrum's acid derivatives generate thiocarbamoyl ketenes, which acylate amino acid esters to give pseudo tripeptides.
-
Thioamides and selenoamides with chirality solely due to hindered rotation about the C-N bond: enantioselective complexation with optically active hosts
PublicationBariera rotacji wokół wiązania C-N w tioamidach jest średnio o 3-5 kcal/mol wyższa niż w odpowiednich amidach, a w analogicznych selenoamidach wzrasta jeszcze o 1 kcal/mol. Dzięki temu związki te występują w dwu enancjomerycznych formach, których wzajemna przemiana zachodzi w wyniku rotacji wokół wiązań C-N. Bariera rotacji jest wystarczająco wysoka, aby można było podjąć próbę ich rozdziału na enancjomery w temperaturze pokojowej....
-
Lower Rim Substitutedp-tert-Butyl-Calix[4]arene. Part 15. Pb(II)-Ion-Selective Electrodes Based onp-tert-Butyl-calix[4]arene Thioamides
Publication -
Solid-Contact Ion-Selective Electrodes with Highly Selective Thioamide Derivatives of p-tert-Butylcalix[4]arene for the Determination of Lead(II) in Environmental Samples
Publication -
Lower Rim Substituted p-tert-Butyl-Calix[4]arene. Part 15. Pb(II)-Ion-Selective Electrodes Based on p-tert-Butyl-calix[4]arene Thioamides.
PublicationTetra podstawione tioamidowe pochodne para-tert-butylokaliks[4]arenu (1-5) zostały zastosowane jako jonofory w membranowych elektrodach jonoselektywnych (EJS) selektywne na kationy Pb(II). Wyznaczono współczynniki selektywności. Czwartorzędowe kaliks[4]aren-tioamidy (1,2) wykazują nadzwyczaj dobrą selektywność na kationy Pb(II) w porównaniu z kaliks[4]aren-amidami. Membrany z tymi ligandami wykazują dużą trwałość, a charakterystyki...
-
Synteza i badania strukturalne związków kompleksowych miedzi(I) i rtęci(II) z wybranymi ligandami tioamidowymi
PublicationPrzedstawiona rozprawa doktorska poświęcona jest związkom tiokarbonylowym (wybranym tioamidom i tiomocznikom) oraz ich połączeniom kompleksowym z halogenkami miedzi(I) i rtęci(II). Istota i cel takich badań przedstawione są we wstępie pracy. W części teoretycznej opisane zostały kluczowe pierwiastki wchodzące w skład syntezowanych związków kompleksowych (siarka, miedź i rtęć), jak również tioamidy i tiomoczniki. Szczególna uwaga...
-
The CON−H…+NH2 Blue-Shifting H-Bond Stabilizing Effect on Z Secondary Amides and Cyclic System Conformational Rearrangement through an Alkylamine-Chain Migration Pathway
PublicationThe paper is focusing on the amide linkage exceptional properties and usage of chemistry (conformational rearrangement, geometrical stereoisomers, spectroscopic blue shift phenomenon, protonation and deprotonation reactions, synthetic scope, and mechanistic implications). Hydrogen-bond-stabilized acylation reactions of a diamine with thioamides or nitriles reveal how substituents influence both the outcome of stereoselectivity...
-
Synthesis and application of tetrazole di and triamide derivatives in ion-selective membrane electrodes
PublicationA number of tetrazole diamides and triamides have been synthesized and applied as ion carries in ion-selective membrane electrodes. Their selectivity and sensitivity were studied towards alkali, alkaline earth, transition and heavy metal cations. it was found that membranes doped with 3 and 2-nitrophenyl octyl ether exhibit an almost theoretial Nernstian response for NH+ over relatively wide concentration range. Elestrodes with...
-
Anion binding by p-aminoazobenzene-derived aromatic amides: spectroscopic and electrochemical studies
PublicationThe synthesis and complexing properties of p-aminoazobenzene-derived mono-, bis-, and trisamides were described. Ligands 3 and 4 bind anions, including fluorides, chlorides, bromides, acetates, benzoates, dihydrogen phosphates, hydrogen sulfates, and p-toluenesulfonates, in chloroform forming 1 : 1 complexes. The highest value of stability constant was evaluated for the 4-F− complex (log K = 5.63 ± 0.21). On the basis of 1H NMR,...
-
Solid-Contact Ion-Selective Electrodes with Highly SelectiveThioamide Derivatives of p-tert-Butylcalix[4]arene for theDetermination of Lead(II) in Environmental Samples
PublicationThioamide derivatives of p-tert-butylcalix[4]arene were used as ionophores in the development of solid-contact ion-selective electrodes based on conducting polymer poly(3,4-ethylenedioxythiophene)/polystyrene sulfonate (PEDOT/PSS) which was synthesized by electrodeposition on the glassy carbon electrodes. The typical ion-selective membranes with optionally two different plasticizers [bis(2-ethylhexyl)sebacate (DOS) and 2-nitrophenyl...