13136-33-9Relevant academic research and scientific papers
The impact of cation structure upon the acidity of triazolium salts in dimethyl sulfoxide
Konstandaras, Nicholas,Dunn, Michelle H.,Guerry, Max S.,Barnett, Christopher D.,Cole, Marcus L.,Harper, Jason B.
supporting information, p. 66 - 75 (2019/12/26)
A series of triazolium salts, selected for their varying electronic and steric properties, were prepared and their pKa values were determined in DMSO at 25 °C using the bracketing indicator method. The effect of each systematic structural variation upon the acidity of the triazolium cation has been considered, in particular examining the effects of systematically altering electronic properties, quantified through the use of Hammett σ parameters. The first pKa value for an azolium salt that generates a mesionic carbene is also reported. These new data allow for the selection of appropriate bases for the deprotonation of such triazolium salts and the potential to correlate the pKa values determined herein with the nucleophilicity of the corresponding carbenes.
Substituent Effect on Oxidative Cyclization of Aldehyde Thiosemicarbazones with Ferric Chloride
Noto, Renato,Buccheri, Francesco,Cusmano, Giuseppe,Gruttadauria, Michelangelo,Werber, Giuseppe
, p. 1421 - 1427 (2007/10/02)
The reactivity of aldehyde thiosemicarbazones 1 with ferric chloride solutions was examined.When compounds 1 are not substituted on the N-2 nitrogen atom formation of 1,3,4-thiadiazole 3 heterocyclic ring was observed.In contrast 1,2,4-triazoline 4 and/or
Azocoupling of Quaternary 1,2,4-Triazolium Salts to Form 5-p-N,N-Dimethylaminophenylazo-1,2,4-triazolium Salts
Becker, H. G. O.,Hoffmann, Gerda,Gwan, Kim Mun,Knuepfer, L.
, p. 325 - 337 (2007/10/02)
Quaternary 1,2,4-triazolium salts 1 couple easily with p-N,N-dimethylamino-benzenediazonium salts to form azodyes 3 (5-N,N-dimethylaminophenylazo-1,2,4-triazolium salts), preferably under solid-liquid phase transfer conditions using chloroform or methylene chloride and triethylamine or DABCO.Zwitterionic 1,2,4-triazolium salts (anhydro mercapto hydroxide, anhydro hydroxy hydroxide, and anhydro anilido hydroxide ("nitron")) couple as well.The azodyes - as also well known from industrially used types - absorb in the region of 500 nm and have high extinction coefficients.Substituents in 1-, 3- or 4-position of the triazolium ring exert no clear substituent effects.The quaternary 1,2,4-triazolium salts were synthesized according to standard procedures.
