| This thesis details the investigations of the synthesis of 2-(alkylthio)-4,5-dihydro-1 H-imidazoles and their use as starting materials for the synthesis of poly-thioureas and poly-carbenes.;The S-N alkyl rearrangement was investigated with 2-(methylthio)-4,5-dihydro-1 H-imidazole, related isothiouronium salts, as well as the corresponding anions. The thermodynamic aspects of the rearrangement reaction were examined through high precision CBS-Q calculations.;The thermal trimerization of methyl methyl-carbamodithioate was examined as a possible one-step synthesis for 1,3,5-trialkyl-1,3,5-triazinane-2,4,6-trithiones.;The acid mediated S-alkylation of thioureas with alcohols was examined, using ethylenethiourea as an example, and developed into a convenient, high yield method for the synthesis of 2-(alkylthio)-4,5-dihydro-1H-imidazoles. The thermal self-condensation reaction of 2-(alkylthio)-4,5-dihydro-1 H-imidazoles, which leads to linear oligomers and cyclic trimers, was investigated for different alkyl substituents. |
