141538-30-9Relevant academic research and scientific papers
Silaheterocyclen. XI. Erzeugung und Cycloadditionsverhalten des Diphenylneopentylsilaethens, Ph2Si=CHCH2tBu
Auner, N.,Ziche, W.,Herdtweck, E.
, p. 1 - 22 (2007/10/02)
Diphenylneopentylsilene, Ph2Si=CHCH2tBu (3), is prepared as a reactive intermediate by the reaction of diphenylvinylchlorosilane (1) with LitBu in nonpolar solvents via the α-lithioadduct Ph2Si(Cl)CH(Li)CH2tBu (2).This lithiated species can be trapped by trimethylsilyltriflate and yields silene 3 by 1,2-LiCl-elimination.Without suitable Si=C-trapping agents, the E/Z-isomeric tetraphenyl-2,4-dineopentyl-1,3-disilacyclobutane (6) is formed by cyclodimerization.In the presence of dienes like 2,3-dimethyl (DMB)-and 2-methyl-1,3-butadiene (MBD) the Diels-Alder and ene-products are formed in competition, while the cycloaddition of 3 with norbornadiene, cyclohexa-1,3-diene, cyclopentadiene and anthracene yields the - or the products exclusively.Exo/endo-(2,2-diphenyl-3-(2',2'-dimethylpropyl)-2-silabicyclooct-5-ene) (19) is a crystalline solid as well as compound E-6, whose structures are presented in this paper.
