Tri(mesityloxy)silanethiol – The First Structurally Characterized Organoxysilanethiol (Contributions to the Chemistry of Silicon–Sulfur Compounds. 77 [1])

Abstract

Tri(mesityloxy)silanethiol (TMST) was isolated as the only product of the reaction between SiS2 and 2,4,6‐trimethylphenol. TMST crystallizes in the triclinic system. Good quality of the crystal allowed the unrestricted refinement of the mercapto group; the resulting S–H distance is 1.29(4) Å and the Si–S–H bond angle is 95.4(17)°. Molecules of TMST show no hydrogen bonds in the crystal – the FT‐IR spectrum of the solid sample exhibits a very sharp, well‐resolved band of isolated –SH group at 2562 cm–1.

Propeller-Like Chirality of Methyl-Tris (2,6-diisopropylphenoxy)Silylsulfide

“…Two aryloxysilanethiols of known crystal structure: tris(mesityloxy)silanethiol [12] and tris(2,6-diisopropylphenoxy)silanethiol [4] crystallize as solid state 50-50 racemic mixtures of two enantiomers. After Chojnacki [2] the enantiomers will be called P (all torsion angles S-Si-O-C positive) and M (the same torsion angles negative).…”

“…The ring C1-C6 is involved in the intramolecular SH-π interaction as described earlier [4,15]. The molecular structures of aryloxysilanethiols were solved and refined in a monoclinic cells with one molecule of silanethiol -one of the two enantiomers -defining the independent unit [4,12]. The other enantiomer present in those racemic crystals was created by a set of appropriate symmetry operations on the first one.…”

The Syntheses and Crystal Structures of the First Disiloxane‐1,3‐dithiol and Its Cadmium Complex

“…[16,56,60] ) and stored at -23°C for crystallization. A 250 mL flask was charged with SiS 2 (16 g, 0.17 mol), DMAP (0.2 g, 1.6 mmol) or imidazole (0.1 g) as a catalyst, and toluene (100 mL).…”

“…However, silicon chalcogenides have been applied as reagents in organic syntheses, [30,31] and metal complexes with silyl chalcogenolate ligands have been used as precursors of metal chalcogenide nanoparticles. [36][37][38][39][40] Sulfur analogs of Si-O species include cyclosilthianes, [7,[41][42][43][44][45][46][47][48] silanethiols (characterized mainly as their metal salts), [8,15,16,[36][37][38][39][40][49][50][51][52][53][54][55][56][57][58][59][60] silanedithiols, [14,61,62] silyl sulfides, [63][64][65] di-and polysulf-ides, [66][67][68][69][70] and other rare species. [33]…”

Charge-assisted N(+)–H···(−)S hydrogen bonds in the crystal structure of selected diammonium thiophenolates

“…In the spectrum, we can see the very broad and strong stretching bands appearing in the range of 3000-2200 cm -1 that are characteristic in the case of the formation of extensive hydrogen bonding interactions [49]. The continua overlap with stretching vibration of aromatic C-H at 3100-3000 cm -1 and C-H stretching present in diamines molecules at 3000-2850 cm -1 , as well as the very weak stretching bands of the S-H bonds usually registered 2600-2550 cm -1 [50,51]. Primary aliphatic amines can be additionally confirmed by the characteristic bands at 1600-1570 which correspond to bending (deformation) vibration NH 3 ?…”