The catalytic vinylation reaction of 3,5-dimethylheptadiin-1,6-diol-3,5, 2,5-diphenylhexin-3-diol-2,5, 3,6-dimethyloctyne-4-diol-3,6, 1,3-dihydroxybenzene, butyne-2-diol-1,4 in the presence of acetylene by homogeneous and heterogeneous catalytic methods at atmospheric and high pressure and it was found that the corresponding mono- and divinyl derivatives of diols were formed. The nature and amount of catalyst, nature of solvent, temperature, molar ratio of acetylene and diol, acetylene feed rate and optimum conditions for the process were determined. The kinetics of the process of vinylation of diols with acetylene was studied and the value of activation energy for each process was calculated. Quantum-chemical calculations of selected diols and vinyl compounds synthesized on their basis were carried out, mathematical processing of experimental results was carried out and mathematical modeling of the vinylation process was carried out. On the basis of the obtained results and presented regularities the mechanism of formation of mono- and divinyl compounds of diols was proposed. The biological activity of the synthesized compounds was studied.