Quantum-chemical study of thermodynamics of hydrogen-bonded methylamine-methanol complexes reaction with dimethyl carbonate

Thermodynamic parameters of the reactions of dimethyl carbonate cis-cis and cis-trans conformers with methylamine, methylamine dimer, and methylamine complexes involving linear methanol associates have been computed with the B3LYP and WB97XD quantum-chemical methods. The both methods have given similar results. Thermodynamically, reactions of the cis-trans conformer are preferred over the analogous reactions of the cis-cis conformer, and the reactions with methylamine dimer and methylamine-methanol trimer complex are preferred over the reactions with methylamine monomer. The acid-base properties of the hydrogen-bonded methanol complexes are significantly enhanced with increasing degree of association. Stability of the methylamine complexes with methanol clusters is increased with more of the alcohol molecules involved.