Synthesis and Characterization of Tris(mercaptomethyl)(2,4,6-trimethoxyphenyl)silane and Its Use for the Immobilization of the Si(CH2SH)3 Group on Silica via an Si−O−Si Linkage

doi:10.1021/OM8010118

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Synthesis and Characterization of Tris(mercaptomethyl)(2,4,6-trimethoxyphenyl)silane and Its Use for the Immobilization of the Si(CH2SH)3 Group on Silica via an Si−O−Si Linkage

Published Apr 15, 2009 · Dennis Troegel, Tim Walter, C. Burschka

Organometallics

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Abstract

The tris(mercaptomethyl)silane RSi(CH2SH)3 (2; R = 2,4,6-trimethoxyphenyl) was synthesized, starting from the corresponding tris(chloromethyl)silane RSi(CH2Cl)3 (1). Compound 2 was characterized by elemental analysis, NMR studies (1H, 13C, 29Si), and single-crystal X-ray diffraction. The title compound was used as a silylation reagent for the immobilization of the Si(CH2SH)3 group on silica surfaces via an Si−O−Si linkage. Furthermore, an Si(CH2SH)3-containing silica material was synthesized that contains additional Si(CH2SH)2 units that are covalently linked by two Si−O−Si bridges. The silylated silica materials (characterized by solid-state 29Si and 13C NMR spectroscopy) are of interest for the immobilization of transition metals on silica surfaces via the Si(CH2SH)3 and Si(CH2SH)2 chelate ligands. This was demonstrated exemplarily by the Zn2+ uptake from aqueous zinc(II) sulfate solutions.

Study Snapshot

Tris(mercaptomethyl)(2,4,6-trimethoxyphenyl)silane can be used to immobilize Si(CH2SH)3 groups on silica surfaces, potentially enabling transition metal immobilization.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis and Characterization of Tris(mercaptomethyl)(2,4,6-trimethoxyphenyl)silane and Its Use for the Immobilization of the Si(CH2SH)3 Group on Silica via an Si−O−Si Linkage

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