83838-04-4

Upstream product

• 42591-54-8 chlorodimethyl(phenylethynyl)silane 
• 4301-14-8 acetylenemagnesium bromide 
• 4440-01-1 lithium phenylacetylide 
• 6738-06-3 phenylethynylmagnesium bromide 
• 61210-40-0 dimethyl(ethynyl)fluorosilane 

Downstream Products

• 153331-57-8 (CH₃)2Si(CCSn(CH₃)3)(CC)C₆H₅ 
• 228270-72-2 C₆H₅CCSi(CH₃)2CCSn(CH₃)2CCSi(CH₃)2CCC₆H₅ 

Relevant academic research and scientific papers

1,1-Organoboration of Di-1-alkynylsilanes with Alkynyl Groups of Different Reactivity: New Organometallic-Substituted Siloles

The synthesis of alkynyl(trimethylstannyl)ethynyl>dimethylsilanes 4 C: R1 = Bu (b), tBu (c), iPent (d), Ph (e), SiMe3 (f)> is reported.The intermolecular 1,1-ethyloboration of 4 with triethylborane takes place selectively at the Sn-C bond to give first the alkenyl(alkynyl)dimethylsilanes 5 and 6.There exists an equilibrium between 5 and 6, and compound 6 has the suitable stereochemistry for the final intramolecular 1,1-vinyloboration to form the 4-(diethylboryl)-2-(trimethylstannyl)siloles 7.Protodeborylation of 7 with water gives the 2-(trimethylstannyl)siloles 8, and protodeborylation and protodestannylation with an excess of acetylacetone affords the siloles 9.Multinuclear NMR (1H-, 11B-, 13C-, 29Si-, and 119Sn-) serves for monitoring the reactions and for the characterization of the products. - Key Words: Silanes, alkynyl-/ 1,1-Ethyloboration, intermolecular/ 1,1-Vinyloboration, intramolecular/ Siloles/ Protodeborylation/ Protodestannylation