Synthesis of macrocyclic tris-cis-tris-trans- dodeca[(phenyl)(hydroxy)]cyclododecasiloxane in carbonic acid solution

V. Shchemelinina, M.; I. Shchegolikhina, O.; A. Molodtsova, Yu.; A. Anisimov, A.; S. Goloveshkin, A.; G. Kononova, E.; A. Pigaleva, M.; V. Elmanovich, I.; O. Gallyamov, M.; Muzafarov, A. M.

doi:10.6084/m9.figshare.3115501

tgcl_a_1151084_sm2047.docx (1.51 MB)

Synthesis of macrocyclic tris-cis-tris-trans- dodeca[(phenyl)(hydroxy)]cyclododecasiloxane in carbonic acid solution

journal contribution

posted on 2016-03-16, 03:48 authored by M. V. Shchemelinina, O. I. Shchegolikhina, Yu. A. Molodtsova, A. A. Anisimov, A. S. Goloveshkin, E. G. Kononova, M. A. Pigaleva, I. V. Elmanovich, M. O. Gallyamov, A. M. Muzafarov

The possibility to synthesize stereoregular tris-cis-tris-trans- dodeca[(phenyl)(hydroxy)]cyclododecasiloxane (tris-cis-tris-trans-[PhSi(O)OH]12) in an inorganic liquid medium – aqueous carbonic acid solution – was shown. The interaction of polyhedral phenylcoppersodiumsiloxane, {[(C₆H₅Si(O)O⁻]₁₂(Cu₂⁺)₄(Na⁺)₄}*(L)_m (L = BuⁿOH, H₂O), with carbonic acid can be considered as a new ‘green’ method to obtain functional organosiloxane macrocycles. In contrast to the known methods, no organic solvents were used during the reaction. The identification of the structure of the end compound was performed by means of NMR and Infrared spectroscopy as well as X-ray crystallography.