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Upstream product

• 6111-99-5 ethyl diazoalaninate 
• 617-86-7 triethylsilane 

Relevant academic research and scientific papers

Silver-catalyzed silicon-hydrogen bond functionalization by carbene insertion

The catalytic functionalization of silicon-hydrogen bonds by means of the insertion of carbene units:CHCO2Et from ethyl diazoacetate (EDA) has been achieved using a silver-based catalyst, constituting the first example of this metal to promote this transformation. Competition experiments have revealed that the relative reactivity of substituted silanes depends on the bond dissociation energy of the Si-H bond (tertiary > secondary > primary for ethyl substituted). In the presence of bulky substituents such order reverts to secondary > primary ≈ tertiary (for phenyl substituted). Screening with other diazo compounds has shown that N2C(Ph)CO2Et displays similar reactivity to that of EDA, whereas other N2C(R)CO 2Et (R = Me, CO2Et) gave lower conversions. The Royal Society of Chemistry 2013.

Au Nanoparticle-Catalyzed Insertion of Carbenes from α-Diazocarbonyl Compounds into Hydrosilanes

Supported Au nanoparticles on TiO2 catalyze the insertion of carbenes from α-diazocabonyl compounds into hydrosilanes. It is proposed that the transformation involves two modes of catalytic activation: formation of nucleophilic Au carbenes on the surface of nanoparticle via expulsion of N2 and activation of the Si-H bond of hydrosilane on Au nanoparticle, followed by coupling of the chemisorbed species. No external ligands or additives are required, while the process is purely heterogeneous, thus allowing the recycling and reuse of the catalyst.

Iron-Catalyzed Carbene Insertion Reactions of α-Diazoesters into Si-H Bonds

An efficient iron-catalyzed carbene insertion reaction of α-diazo carbonyl compounds into the Si-H bond was developed. A wide range of α-silylesters was obtained in high yields (up to 99%) from α-diazoesters using a simple iron(II) salt as catalyst.