1,4-bis[2,2-bis(trimethylsilyl)ethenyl]benzene: Regioselective ring opening of its α,β-epoxybis(silane) with some nucleophiles

Autor:	Shahin Tofangdarzadeh, Khatereh Ghorbanpour, Akbar Hassanpour, Kazem D. Safa
Rok vydání:	2009
Předmět:	Silanes Trimethylsilyl Organic Chemistry Regioselectivity Biochemistry Silane Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound chemistry Nucleophile Reagent Materials Chemistry Organic chemistry Methyllithium Physical and Theoretical Chemistry Peterson olefination
Zdroj:	Journal of Organometallic Chemistry. 694:1907-1911
ISSN:	0022-328X
Popis:	The Peterson olefination reaction of terephthalaldehyde with tris(trimethylsilyl)methyllithium, (Me3Si)3CLi, in Et2O gives disubstituted vinylbis(silane) 1 which reacts with MCPBA in CH2Cl2 at r.t. to afford mixture of mono and disubstituted epoxybis(silanes) 3 and 2. Vinylbis(silane) 1 can be completely converted into epoxybis(silane) 2 with an excess amount of MCPBA. The compound 2 was reacted with various reagents such as HX (X = Cl, Br), H2SO4, LiAlH4 and MeLi/CuI and give the related products.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::47dc27f980c75e7fad0b7e1e1cd92f88 https://doi.org/10.1016/j.jorganchem.2009.01.030 Zobrazit plný text záznamu Full Text from ScienceDirect