60154-95-2

Upstream product

• 4110-02-5 tris(trimethylsilyl)silyllithium 
• 98-88-4 benzoyl chloride 
• 591-51-5 phenyllithium 
• 92886-77-6 methyl tris(trimethylsilyl)silanecarboxylate 
• 4098-98-0 tetrakis(trimethylsilyl)silane 

Downstream Products

• 60154-97-4 C₁₇H₃₆O₂Si₄ 
• 60154-99-6 3,4-diphenyl-3,4-bis(trimethylsilyloxy)-1,1,2,2-tetrakis(trimethylsilyl)-1,2-disilacyclobutane 
• 60155-07-9 4,5-dimethyl-2-phenyl-1,1-bis-trimethylsilanyl-2-trimethylsilanyloxy-1,2,3,6-tetrahydro-siline 
• 60155-00-2 phenyl(trimethylsiloxy)silene 
• 60154-98-5 1,1,1,3,3,3-Hexamethyl-2-(phenyl-trimethylsilanyloxy-methyl)-trisilane 

Relevant academic research and scientific papers

Silenes as novel synthetic reagents: Identification of a practical method for silene generation and trapping

The elucidation of a robust and reliable sequence for the generation of highly reactive transient silenes from simple aldehydes is described. The key step involves a silyl-modified Peterson olefination which critically depends on the presence of a sub-sto

Reactions of tris(trimethylsilyl) silanecarboxylates with organolithium reagents

Chemical behavior of tris(trimethylsilyl)silanecarboxylates toward organolithium reagents was investigated. Treatment of triethylsilyl, triphenylsilyl, and methyl tris(trimethylsilyl)silanecarboxylate (1a - c) with organolithium reagents gave products which can be explained in terms of three types of reactions, the formation of lithium tris(trimethylsilyl)silanecarboxylate, abstraction of a trimethylsilyl group by the organolithium reagents, and addition of the organolithium reagents across the carbonyl bond. The formation of lithium tris(trimethylsilyl)silanecarboxylate was observed in the reactions of silyl carboxylates 1a and 1b, while addition of the organolithium to the carbonyl bond occurred in the reactions of 1b and 1c. Abstraction of a trimethytsilyl group was observed when tris(trimethylsilyl)silyllithium was used as the organolithium reagent. The reaction of 1b with dimethylphenylsilyllithium afforded dimethylphenylsilyl tris(trimethylsilyl)silyl ketone in good yield, but the bis(silyl) ketone thus formed readily underwent evolution of carbon monoxide even at -80°C, yielding (dimethylphenylsilyl)tris(trimethylsilyl)silane.

Silenes in organic synthesis 1: Diastereoselectivity in the siloxysilene-diene Diels-Alder cycloaddition

The siloxysilene (3) derived from thermolysis of benzoylpolysilane undergoes a facile in situ cycloaddition with a range of dienes to produce the corresponding cycloadducts with modest to good diastereoselectivity.