A simple approach for the preparation of symmetrical quaternary ammonium bromides employing thiolene click chemistry is used to synthesize tetra(4-thiaalkyl)ammonium bromides. This approach allows the incorporation of a variety of alkyl moieties onto the nitrogen center with a one-step synthesis involving easy work-up, no side reactions and environmentally friendly reagents. To elucidate information regarding the behaviour of this novel class of compounds, comparisons to tetraalkylammonium analogues have been made. These include melting points, activity as phase-transfer catalysts, and conformational predictions from computational modelling. All results are consistent in indicating stronger bonding between the quaternary cation and the anion for the salts with 4-thiaalkyl chains as compared to those with n-alkyl chains.
ARTICLE
This journal isThis study focuses on the synthesis of a class of novel biologically-inspired ionic liquids coupled with a phosphonate group containing short to long side chains (C 3 −C 11 ) via Pudovic reaction. The ionic liquids exhibited very low glass transition temperatures and were hydrophobic in character. This method has the attributes of "click" chemistry with outstanding efficiency, simplicity, yields and regioselectivity. The results of their calcium (II) ligating capability are also presented.
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