24894-88-0

Upstream product

• 770-09-2 benzyltrimethylsilane 
• 119-61-9 benzophenone 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 501-65-5 diphenyl acetylene 
• 17903-41-2 phenyl(trimethylsilyl)methyl bromide 
• 1443-80-7 4-cyanophenyl methyl ketone 

Downstream Products

• 51936-06-2 2,2-diphenylacetaldehyde dimethyl acetal 
• 1147-17-7 (1R,2S)-1,2-dimethoxy-1,2-diphenylethane 
• 1147-17-7 (1R,2R)-1,2-dimethoxy-1,2-diphenylethane 

Relevant academic research and scientific papers

Copper-Catalyzed Twofold Silylmetalation of Alkynes

The first twofold silylmetalation across a C≡C triple bond was achieved. In the presence of a catalytic amount of copper cyanide, diarylacetylenes were converted into 1,2-dimetalated 1,2-disilyl-1,2-diarylethanes on treatment with silylpotassium species generated in situ from disilane and t -BuOK. The dimetalated species were subsequently protonated to yield a series of 1,2-disilyl-1,2-diarylethanes.

Design, synthesis, and electrochemical behavior of new electronic systems involving σ,σ- and σ,π-interaction

1,2-Bis(trimethylsilyl)-1,2-diphenylethane and its homologues were synthesized and the studies on their electrochemical behavior revealed that there is definite interaction between the σ,π-interaction system (the C-Si bonds and the benzene rings) and the σ,σ-interaction system (the neighboring C-Si bonds) which causes significant decrease of the oxidation potentials.

SET and exciplex pathways in the photochemical reactions between aromatic ketones and benzylsilane and stannane derivatives

The photochemical reaction of α,α,α-trifluoroacetophenone (TFA), benzophenone, and p-cyanoacetophenone with benzyltrimethylsilane in MeCN involves hydrogen transfer from the benzylic position. Desilylation occurs as a minor process only in the case of TFA (but it increases greatly in the presence of MeOH or LiClCO4). The final products result from the statistical recombination of the benzyl and ketyl radicals. Further cases of intramolecular selectivity studied are p-methylbenzyl- and p-methoxybenzyltrimethylsilane (the latter substrate undergoes mainly C-Si bond cleavage in the reaction with TFA) as well as benzyltributylstannane (only destannylation observed with all ketones). Product studies are complemented by the determination of relevant kinetic parameters through steadystate and flash-photolysis experiments. The results are explained in terms of hydrogen transfer proceeding from an exciplex and desilylation from the solvent separated radial ion pair. The latter species predominates when ΔGet -1.