Synthesis and crystal structure of disiloxane-1,3-diols and disiloxane-1,1,3,3-tetraol

1,3-Dimethyl- or 1,3-divinyl-1,3-di-t-butoxydisiloxane-1,3-diol and 1,3-diphenyldisiloxane-1,1,3,3-tetraol were synthesized by hydrolysis of the corresponding diisocyanatodisiloxanes and tetrachlorodisiloxane. The disiloxanediols were soluble in common organic solvents and thermally very stable, therefore, they could be sublimed without decomposition. X-ray crystallography showed that the disiloxane-1,3-diols in the crystal feature a 1.21 nm diameter columnar array with intermolecular hydrogen bonding. The disiloxane-1,1,3,3-tetraol, on the other hand, revealed molecules with a gauche- and anti-conformation depending on crystallization method which formed a columnar array and a sheet-like array, respectively. It was confirmed that these silanols can be potential building blocks for ladder oligosilsesquioxanes.

Graphical abstractTitled disilxoanepolyols were synthesized by hydrolysis of the corresponding diisocyanatodisiloxanes and tetrachlorodisiloxane. X-ray crystallography showed that the disiloxane-1,3-diols in the crystal feature a 1.21 nm diameter columnar array with intermolecular hydrogen bonding. The disiloxane-1,1,3,3-tetraol, on the other hand, revealed molecules with a gauche- and anti-conformation depending on crystallization method which formed a columnar array and a sheet-like array, respectively.Figure optionsDownload full-size imageDownload as PowerPoint slide