3-Methylpiperidinyl Carbodithioates as Building Blocks for 1,3-Dithiolium Derivatives

Abstract

New 1,3-dithiolium derivatives have been synthesized by heterocyclocondensation of various 3-methylpiperidinyl carbodithioates derived from 2-hydroxypropiophenones. Thus, 1,3-dithiolium perchlorates have been obtained by the treatment of the corresponding dithiocarbamates with a mixture of acetic and sulfuric acid, followed by the addition of perchloric acid.1,3-Dithiolium perchlorates have been converted to the corresponding 2-(1,3-dithiolium) phenolates under weak basic conditions. These phenolates exhibit mesoionic character with an internal charge transfer absorption band.

Synthesis and Structural Characterization of Some 1,3-Dithiol-2-ylium Salts

“…Amongst these, sulfur and nitrogen-containing heterocycles receive a great deal of attention [6][7][8][9][10][11][12][13][14][15][16]. In the field of conducting materials charge-transfer [17][18][19][20][21][22] and push-pull [23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38] compounds have important applications. 1,3-Dithiolium derivatives have been found to exhibit an excellent biological activity, especially against gram-positive and gram-negative bacteria [39].…”

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.…”