60458-00-6Relevant academic research and scientific papers
Alkali metal cation π-interactions in metalated and nonmetalated acetylenes: π-Bonded lithiums in the X-ray crystal structures of [Li-C≡C-SiMe2-C6H4-OMe]6 and [Li-O-CMe2-C≡C-H]6 and computa
Goldfuss, Bernd,Schleyer, Paul Von Ragué,Hampel, Frank
, p. 1072 - 1080 (1997)
The X-ray crystal structure of [Li-C≡C-SiMe2-C6H4-OMe]6 (14)6 features nearly symmetric π-interactions between the lithium ions and the acetylide anions (Li1-C(β) = 2.353(9) A?, Li1/s
On the [3 + 2] annulation of cyclic allylsilanes with N -phenyltriazolinedione: An enantio- and diastereoselective synthesis of cis -1,3-diaminocyclitols
Dey, Raudra T.,Sarkar, Tarun K.
supporting information; experimental part, p. 4521 - 4529 (2010/10/03)
(Figure presented) Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.
The Scope and Limitations of Intramolecular Radical Cyclizations of Acylsilanes with Alkyl, Aryl, and Vinyl Radicals
Chang, Sheng-Yueh,Jiaang, Weir-Torn,Cherng, Chaur-Donp,Tang, Kuo-Hsiang,Huang, Chih-Hao,Tsai, Yeun-Min
, p. 9089 - 9098 (2007/10/03)
5-Exo cyclizations of primary and secondary radicals with acylsilanes successfully give cyclopentyl silyl ethers. The corresponding 6-exo cyclizations are sensitive to changes of the size of silyl groups. Secondary radicals undergo 6-exo cyclizations with
9,10-Dihydro-9-sila-10-heteroanthracenes as new radical-based reducing agents
Oba, Makoto,Kawahara, Yoko,Yamada, Ryo,Mizuta, Hidetaka,Nishiyama, Kozaburo
, p. 1843 - 1848 (2007/10/03)
9,10-Dihydro-9-silaanthracenes 1 containing a heteroatom at the 10-position have been prepared and their reducing abilities for the reduction of some organic compounds under radical conditions have been investigated. Derivatives possessing a silicon, tin, oxygen or sulfur atom at the 10-position exhibited enhanced reactivities compared with the open-chain models. Among them, 9,10-dimethyl-9,10-dihydro-9,10-disilaanthracene 1a proved to be the most effective reagent for AIBN-initiated dehalogenation of organic halides and deoxygenation of aliphatic alcohols via O-thiocarbonyl derivatives. The rate constants for hydrogen abstraction from the Si-H moiety of these silaanthracenes 1 were determined using the neophyl rearrangement as a free radical clock in order to estimate their reactivities.
Failure in Several Attempts to Prepare Arylsilyl-lithium Reagents by the Gilman Cleavage of Disilanes with Lithium
Rahman, Noorsaadah Abd.,Fleming, Ian,Zwicky, Anna B.
, p. 2401 - 2408 (2007/10/02)
Several diarylsilanes 5,9 and 11 do not cleave with lithium in THF to give silyl-lithium reagents, in contrast to diphenyltetramethyldisilane 2, which is well known to give phenyldimethylsilyl-lithium.Trityldiphenylsilyl bromide 13 reacts with lithium to
Silylative Decarbonylation: A New Route to Arylsilanes
Rich, Jonathan D.
, p. 5886 - 5893 (2007/10/02)
A new synthetic procedure for the preparation of aromatic chlorosilanes via the palladium-catalyzed reaction of methylchlorodisilanes and aromatic acid chloride is described.The silylative decarbonylation process is solventless, can utilize low metal catalyst loadings (500-1000 ppm Pd), is carried out under moderate conditions (145 deg C), and selectively gives aromatic chlorosilanes in good yield, generally 60-85percent.The procedure is tolerant of a variety of aromatic substituents, for example, alkyl, halo, nitro, cyano, imide, acid anhydride, etc., and the synthesis ofseveral new substituted aromatic chlorosilanes containing benzoyl chloride and phthalic anhydride moieties is described.Chloromethyldisilane starting reagents are available from the direct reaction of methyl chloride and silicon, making this methodology an attractive synthetic route to functionalized aromatic chlorosilanes.
