56524-88-0Relevant academic research and scientific papers
REACTION OF ORGANOLITHIUM COMPOUNDS WITH 1-SUBSTITUTED 2,4,6-TRIPHENYLPYRIDINIUM PERCHLORATES
Schwarz, Marian,Kuthan, Josef
, p. 1880 - 1887 (2007/10/02)
The reaction of organolithium compounds with 1-substituted 2,4,6-triphenylpyridinium perchlorates Ia-Ic produces mixtures of 1,4-dihydropyridines IIa-IIe and 1,2-dihydropyridines IIIa-IIIe.Analogous reactions of phenylmagnesium bromide with compounds Ia-Ic proceed with very low conversions (less than 1percent).Photochromism in visible range is observed only with the compounds II which have two aromatic substituents at 4-position, whereas compounds III and IId show no visible photochromism.The molecular spectra of the compounds newly prepared are discussed.
Kinetics and Mechanism of the Pyrylium to Pyridinium Cation Transformation in Dichloromethane
Katritzky, Alan R.,Leahy, David E.
, p. 171 - 174 (2007/10/02)
Kinetic rates for cyclisation of divinylogous amides (derived from pyrylium cations and primary amines) into pyridinium cations are measured for CH2Cl2 solutions and compared with previous results in water and other solvents.The ring-closure is catalysed
Triphenylpyridinium Derivatives of α-Amino-acids and a Dipeptide
Katritzky, Alan R.,Grzeskowiak, Nicholas E.,Eweiss, Namek F.,Elsherbini, Esayed A.
, p. 497 - 500 (2007/10/02)
Primary amines react with the triphenylpyrylium cation in high polarity R3N-R'CO2H mixtures and phenolic solvents, forming the usual pyridinium salts.Such reaction of α-amino-acids is accompanied by spontaneous decarboxylation, yielding alkyl substituted
Kinetics and Mechanism of the Reactions of Primary Amines with Pyrylium Cations
Katritzky, Alan R.,Manzo, Ruben H.
, p. 571 - 575 (2007/10/02)
The initial reaction of primary amines with pyrylium cations to give the ring-opened intermediate is fast for strongly basic amines and is base-catalysed for weak amines.Ring-closure of the intermediate to give the pyridinium derivative is subject to ster
Reactions of N-Substituted Pyridinium Cations with Carbanions: 5,6,8,9-Tetrahydro-7-phenylbisbenzoacridine, a Superior Leaving Group
Katritzky, Alan R.,Thind, Sukhpal S.
, p. 661 - 663 (2007/10/02)
N-Substituents are transferred from pyridinium cations to malonate, cyanoacetate , and acetoacetate carbanions: for alkyl substituents the pentacyclic derivatives (4) attain the required activity.
The Synthesis and Reactions of Sterically Constrained Pyrylium and Pyridinium Salts
Katritzky, Alan R.,Thind, Sukhpal S.
, p. 1895 - 1900 (2007/10/02)
Efficient syntheses are developed for several pyrylium cations with substitution patterns more sterically demanding than 2,4,6-triphenyl and these are examined as reagents for the conversion of primary amino into a leaving group.The 2-mesityl-4,6-diphenyl derivative did not react smoothly with amines.The 2,6-di-t-butyl-4-phenyl-pyrylium cation gave the corresponding pyridinium derivatives, but they resisted nucleophilic attack. 2-t-Butyl-4,6-diphenylpyridinium cations suffer nucleophilic attack with about the same ease as the 2,4,6-triphenyl analogues.Dihydrobenzopyrylium (6) and tetrahydrodibenzoxanthylium cations (7) gave pyridinium cations which underwent much easier nucleophilic attack: thus they alkylate xanthate anion in ethanol solution and acetate anion in acetic acid.
