Synthesis of 1-oxa-2-silacyclopentane derivatives via intramolecular nucleophilic attack at silicon

Synthesis of novel calix[4]arenes containing organosilicon groups

“…The precursor (HSiMe 2 ) 3 CH was made by the reaction of CHBr 3 and Mg with HSiMe 2 Cl in THF [23,24]. The organolithium reagent (HSiMe 2 ) 3 CLi, was obtained by treatment of (HSiMe 2 ) 3 CH with LDA at room temperature [24].…”

“…The organolithium reagent (HSiMe 2 ) 3 CLi, was obtained by treatment of (HSiMe 2 ) 3 CH with LDA at room temperature [24]. The precursor (Me 3 Si) 3 CH was prepared from the reaction between CHCl 3 , Li and Me 3 SiCl in THF.…”

“…Organosilicon compounds containing bulky groups, such as (RSiMe 2 ) 3 C-(a R = H, b R = Me, c R = Ph) have been widely used previously [18][19][20][21][22][23][24]. In this work, new calixarenes containing organosilylvinyl substituents at the upper rim and calixarenes bearing bulky organosilicon groups on the lower rim have been prepared.…”

Synthesis of new calix[4]arenes bearing silylether groups

“…17,18 The solvated organolithium reagent (HMe 2 Si) 3 CLi, was obtained by treatment of (HMe 2 Si) 3 CH with lithium diisopropyl amide (LDA) at room temperature. 19 25,26,27,28-Tetrakis(4-bromobutoxy)…”

New straightforward route for the synthesis of some 1‐oxa‐2‐silacyclopentane derivatives

“…These useful intermediates can be prepared by dehydrogenation [8], intramolecular hydrosilylation [9], extrusion of isocyanates [10], elimination of dibutyltin chloride from the 2-oxastannacyclopentane by reaction with dimethyldichlorosilane [11], cyclization of (ω-ethoxysilylalkoxy)trimethylsilanes [12] (Scheme 1), insertion of carbonyl groups to oxasilacyclopropane [13,14], and intramolecular bis-silylation [15] of alkenes promoted by a palladium isocyanide catalyst. Treatment of (HSiMe 2 ) 3 CLi with some simple epoxides gave 3,3-bis-(dimethylsilyl)-1-oxa-2-silacyclopentanes in an unusual but straightforward process [17]. To seek more evidence for the proposed mechanism we studied the reaction of [(HSiMe 2 ) 3 CLi].2THF with some other epoxides and polymers containing epoxy groups on the side chain.…”