59305-34-9Relevant academic research and scientific papers
Electrochemical Synthesis of (α-Halobenzyl)silanes and Benzyl Disilanes
Fry, Albert J.,Touster, Jonathan
, p. 4829 - 4832 (2007/10/02)
Electrochemical reduction of a series of substituted benzal chlorides (4) in dimethylformamide containing excess chlorotrimetylsilane affords (α-chlorobenzyl)trimetylsilanes (5) or benzal (geminal) disilanes (6), depending upon experimental conditions.Benzal bromide (13) is reducted to (α-bromobenzyl)trimetylsilane (14) cleanly and in high yield without subsequent conversion to the geminal disilane 6a, apparently because of electrode passivation by bromide ion.The reaction are conveniently carried out at constant current in an undivided cell containing a stainless steel cathode and sacrificial magnesium anode.
α-Lithium Alkyls of α-Trimethylsilyl-p-xylenes and the Synthesis of p-C6H4(CH2SnMe3)2 from a New Di-Grignard Reagent: Crystal Stucture of 2>
Leung, Wing-Por,Raston, Colin L.,Skelton, Brian W.,White, Allan H.
, p. 1801 - 1808 (2007/10/02)
Metallation of the p-xylene compounds p-C6H4(CHRR')(CHR''R''') (R,R',R'',R'''=H or SiMe3) with n(tmen)> (tmen=NNN'N'-tetramethylethylenediamine) or n(pmdien)> (pmdien=NNN'N''N''-pentamethyldiethylenetriamine) occurs selectively at the benzylic carbon atom(s) (Cα) in a manner dependent on the degree of substitution and the tertiary amine.Four of the organolithium complexes generated have been isolated as crystalline solids and the molecular structure of one, 2>, has been determined from single-crystal X-ray diffraction data.The p-xylenediyl moiety is planar with the trimethylsilyl groups trans to each other, being related by an inversion centre.There is evidence of a dominant p-quinodimethanide bonding contribution, with each lithium, on opposite sides of the C8H6Si2 plane, interacting unsymmetrically with both Cα and its adjacent ring-carbon atom α 2.10(1) and Li-Cβ 2.38(1) Angstroem>.A high-yield synthesis of a di-Grignard reagent derived from 1,4-bis(chloromethyl)benzene in thf (tetrahydrofuran) which yields a compound of composition n after ca. 1 h is described.The utility of this compound is illustrated by the synthesis of p-C6H4(CH2SnMe3)2 from SnMe3Cl.
