N─H or O─H Bond Activation With a Bicyclic Si 4 Ring Compound

2026/06/25 by Michael Quest, Fabian Schreiner, A Hepp +5 · 1 voice
Chemistry · Materials Science · #Organoboron and organosilicon chemistry #Silicone and Siloxane Chemistry #Synthesis and characterization of novel inorganic/organometallic compounds

paper · doi:10.1002/chem.71315

openalex publication_date 2026/06/25 · openalex created_date 2026/06/27 · openalex updated_date 2026/06/27

Abstract

ABSTRACT The bicyclic silicon ring compound Si 4 N(SiMe 3 )Mes 4 (Mes = 2,4,6‐trimethylphenyl), a heavier analogue of cyclobutadiene, was reacted with ammonia, water, and selected alcohols. This resulted in E─H (E = N, O) bond activation, yielding saturated Si 4 rings with ─NH 2 /─H or ─OH/─H functionalities in the case of ammonia or water, respectively. With methanol, a mixture of a saturated Si 4 ring compound with ─OMe/─H functionalities and an eight‐vertex methoxy‐functionalized siliconoid cluster was obtained; an ethoxy‐functionalized analogue was obtained from the reaction with ethanol. In contrast, the reaction between Si 4 N(SiMe 3 )Mes 4 and phenol gave a simple 1,3‐addition product with only a trace of side products. The observed reactivity was rationalized with the help of mechanistic calculations performed using density functional theory.

Citations

• Effect of the damping function in dispersion corrected density functional theory
• Molecular Double‐Bond Covalent Radii for Elements Li–E112
• Energies, structures, and electronic properties of molecules in solution with the C‐PCM solvation model
• Rationale for mixing exact exchange with density functional approximations
• A consistent and accurateab initioparametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu

Discussions

• doi.org/10.1002/chem... Have you ever thought about making a silicon cluster with ethanol? You can read about this and N-H or O-H bond activation with our beloved bicyclic ring compounds in this just [bsky, 7 points, 1 comments]

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