Reorientational dynamics of aza-cyclohexadienyl radicals in pyridinium tetrafluoroborate
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Tetrafluoroborate
Dynamics
Enthalpies of vaporization of five pyridinium based ionic liquids (ILs): 1‐ R ‐pyridinium (with R = ethyl, butyl‐, and hexyl), 1‐butyl‐3‐methyl‐pyridinium, and 1‐butyl‐4‐methyl‐pyridinium with tetrafluoroborate anion were studied using Quartz Crystal Microbalance (QCM). Enthalpies of solution of these ionic liquids were measured by high‐precision solution calorimetry. Gas‐phase enthalpies of formation of ILs were calculated by using the high‐level quantum‐chemical method G3MP2. From combination of experimental and theoretical results, enthalpies of formation of aqueous pyridinium based cations were derived for the first time.
Tetrafluoroborate
Thermochemistry
Pyridinium Compounds
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Imidazo[1,5-a]pyridinium derivatives are easily synthesized by reaction of pyridinium triflates in pure isocyanide. The compounds obtained by treatment of pyridinium, 1,10-phenanthrolinium and 2,2′-bipyridinium triflates with tert-butyl isocyanide are described, along with the crystal structures of the latter two.
Pyridinium Compounds
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Attempts to synthesise thiazolo[3,4-a]pyridinium salts (3) and isothiazolo[2,3-a]pyridinium salts (2) by dehydration with boiling acetic anhydride of the 5,6,7,8-tetrahydro-8-oxothiazolo[3,4-a]pyridinium salts (11) and (12) and of the 4,5,6,7-tetrahydro-4-oxoisothiazolo[2,3-a]pyridinium salt (6) respectively are reported. The reasons for the failure of the aromatisation are discussed. 7-Bromo-8-hydroxy-3-methylthiazolo[3,4-a]pyridinium bromide (17) has been prepared by an alternative route.
Pyridinium Compounds
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Nitration of the imidazo[1,2-a]pyridines (1) or (2), or (5) or (6), and (9) with nitric and sulphuric acids gives the pyridinium dinitromethylides (4a), (8), and (10), respectively, in which the pyridinium and dinitromethylide groups are orthogonal.
Nitric acid
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The reaction of 1-adamantylamine with tris(triphenylphosphaneaurio)oxonium tetrafluoroborate results in the formation of the trinuclear adamantyltris(triphenylphosphaneaurio)ammonium tetrafluoroborate {C10H15[Au(PPh3)]3}+BF4−. The product can be further aurated by addition of equimolar amounts of triphenylphosphanegold(I) tetrafluoroborate to give the tetranuclear complex {C10H15N[Au(PPh3)]4}2+(BF4minus;)2. Both compounds have been fully characterized by analytical and spectroscopic data, and in the case of the trinuclear complex by a single crystal X-ray structure determination.
Tetrafluoroborate
Oxonium ion
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A literature search focusing on the utilization and the synthesis of push-pull systems based on pyridinium betaines has been carried out. The utilization of these compounds is based on their NLO properties.
The synthetic part of this work focuses mainly on pyridinium betaines substituted with electron-donor N,N-dialkylamino group and linked through different đ-linkers. 1-methyl-4-N,N-dialkylaminopyridinium iodide (1) can be prepared in a one-step synthesis. This was experimentally verified in the preparation of specific derivate 1-methyl-4-N,N-dimethylaminopyridinium iodide (26). 1-methyl-4-[4'-(N,N-dialkylamino)phenylethynyl]pyridinium iodide (2) can be prepared in a three-step synthesis. This was also verified in the preparation of 1-methyl-4-[4'-(N,N-dimethylamino)phenylethynyl]pyridinium iodide (28). Analogical preparations of 1-methyl-4-[2-(4'-N,N-dialkylaminophenyl)azo] pyridinium iodide (3) and 1-methyl-4-(4'-N,N-dialkylaminophenyl)pyridinium iodide (4) were also verified in preparation of 1-methyl-4-[2-(4'-N,N-dimethylaminophenyl)azo] pyridinium iodide (30) and 1-methyl-4-(4'-N,N-dimethylaminophenyl)pyridinium iodide (32) respectively.
Keywords: push-
Methyl iodide
Pyridinium Compounds
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Pyridinium Compounds
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Quaternary pyridinium salts with chains ranging from C8 to C20 belong in the large group of cationic surfactants. In this paper, the preparation of such cationic surface active agents based on the pyridinium moiety and differing in the length of the N-alkyl chain is described. Additionally, HPLC technique was established to distinguish each prepared pyridinium analogue. This study represents universal method for preparation and identification of quaternary pyridinium detergents.
Moiety
Cationic polymerization
Pyridinium Compounds
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N-alkylation of a novel pyridine sensor results in pyridinium salts whose conformations are stabilised by pyridinium cation-π interactions resulting in a fluorescent response that can be used to sense the presence of alkylating agents in solution at low concentration.
Pyridinium Compounds
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Abstract Three di‐ and tri‐branched pyridinium salts with ferrocene ends and thienyl or bithienyl bridges, ( E , E )‐ N ‐methyl‐2,4,6‐tris{2‐[5‐(2‐ferrocenylvinyl)thien‐2‐yl]vinyl} pyridinium iodide, ( E , E )‐ N ‐methyl‐2,6‐bis‐ {2‐[5′‐(2‐ferrocenylvinyl)‐2,2′‐bithien‐5‐yl]vinyl} pyridinium iodide, and ( E , E )‐ N ‐methyl‐2,4,6‐tris‐{2‐[5′‐(2‐ferrocenylvinyl)‐2,2′‐bithien‐5‐yl]vinyl}pyridinium iodide, were designed and successfully synthesized. The electrochemical properties of these compounds were primarily investigated, showing that most of these multiferrocenyl pyridinium salts are potential electrochemical molecular materials with good oxidation‐reduction reversibility.
Methyl iodide
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