Beckmann, Jens Duthie, Andrew Reeske, Gregor Schürmann, Markus Synthesis and Structure of 1,3,5-Tris(diorganohydroxysilyl)benzenes. Novel Building Blocks in Supramolecular Silanol Chemistry The 1,3,5-tris(diorganohydroxysilyl)benzenes 1,3,5-(HOR<sub>2</sub>Si)<sub>3</sub>C<sub>6</sub>H<sub>3</sub> (TMSB, R = Me; TPSB, R = Ph) have been prepared and fully characterized by X-ray crystallography. The crystal structure of TMSB features pairwise connected layers, in which the molecules are involved in interlayer hydrogen bonding. The supramolecular hydrogen bond motif may be described as a 12-membered ring that adopts a chair conformation. TPSB forms an equimolar inclusion complex with water, which is associated via hydrogen bonding and apparently fills a void in the crystal packing. In this case, the supramolecular hydrogen bond motif may be described as an eight-membered ring. Two of the water molecules are also associated, giving rise to a water dimer entrapped in the silanol matrix. Besides the hydrogen bonds, the crystal structure of the TPSB·H<sub>2</sub>O complex reveals intra- and intermolecular C−H···π stacking of most of the phenyl groups. Electrospray mass spectrometry shows that TPSB undergoes supramolecular complex formation with a variety of N-donors such as 4-(dimethylamino)pyridine, <i>N</i>,<i>N</i>,<i>N</i><i>‘</i>,<i>N</i><i>‘</i>-tetramethylethylenediamine, imidazole, 2-(dimethylamino)pyridine, and 2,2‘-dipyridylamine. water dimer entrapped;TPSB;dimethylamino;Supramolecular Silanol Chemistry;supramolecular hydrogen bond motif;3 C 6 H 3;crystal structure;TMSB features pairwise;molecule;HOR;Electrospray mass spectrometry 2004-09-27
    https://acs.figshare.com/articles/journal_contribution/Synthesis_and_Structure_of_1_3_5_Tris_diorganohydroxysilyl_benzenes_Novel_Building_Blocks_in_Supramolecular_Silanol_Chemistry/3323830
10.1021/om049620p.s001