Synthesis of 2-Pyrrolydinyl-1,3-Dithiolium Derivatives from Propiophenones

Abstract

Novel bromo-substituted 4-(2-hydroxyaryl)-5-methyl-2-(pyrrolidin-1-yl)-1,3-dithiol-2-ylium perchlorates have been synthesized by the heterocondensation of the corresponding 1-(2-hydroxyaryl)-1-oxopropan-2-yl dithiocarbamates. The latter compounds have been obtained from the reaction of the corresponding substituted a-bromopropiophenones with pyrrolidinium pyrrolidine-1-carbodithioate. The mesoionic 4-(2-pyrrolidinyl-1,3-dithiol-2-ylium-4-yl)phenolates have been obtained from the corresponding 1,3-dithiolium perchlorates under weak basic conditions. These compounds were characterized by NMR and MS spectrometry, UV-Vis and IR spectroscopy.

Synthesis of 4-(4-Hydroxyaryl)-1,3-Dithiolium Perchlorates

“…Amongst these, sulphur and nitrogen-containing heterocycles receive a great deal of attention, especially in the field of material chemistry [4][5][6][7][8][9][10][11][12][13][14][15][16]. These types of compounds also exhibit biological applications [17][18][19][20][21][22][23][24][25][26]. Organic p-donors and their cation radical salts have been studied extensively because of their potential as molecular conductors and superconductors [27][28][29][30].…”

Synthesis of 4-(2-Hydroxy-5-methylphenyl)-1,3-Dithiol-2-ylidene Derivatives

“…These types of compounds have also biological applications and not only (e.g. daily life and even the educational process) [18][19][20][21][22][23][24][25][26][27][28][29]. Charge-transfer [30][31][32][33][34][35][36][37][38][39][40][41] or push-pull [42][43][44][45][46][47][48][49][50][51][52][53][54][55] compounds have important applications in the field of conducting materials.…”

New 4-(4-Hydroxyaryl)-5-Methyl-1,3-Dithiol-2-ylidene Derivatives

“…Moreover, novel dye-sensitized solar cells based on 1,3-dithiol-2-ylidene derivatives have been recently reported [9]. For these reasons heterocyclic compounds -especially those containing sulfur -represent an important resource for the material chemistry and not only [10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25]. An important precursor for 1,3-dithiol-2ylidene derivatives are the 1,3-dithiolium-2-yl compounds.…”