The Formation of Arylsilylpotassium Compounds

Benkeser, Robert A.; Landesman, Herbert; Foster, Donald J.

doi:10.1021/ja01123a019

Cited by 99 publications

(30 citation statements)

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“…Phenylsilane, phenylmethylsilane, and diphenylsilane were prepared using a literature method (14). Benzylamine, aniline, butylamine, TMED, tributylamine, and (R)-(+)-a-methylbenzylamine (Aldrich Chemical Co.) were distilled from dry NaOH pellets immediately prior to use.…”

Section: Materials and Analytical Methodsmentioning

confidence: 99%

Copper(I)-catalyzed cross-dehydrocoupling reactions of silanes and amines

Liu¹,

Harrod²

1992

Can. J. Chem.

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In the presence of cuprous chloride, hydrosilanes and primary amines react to give silazanes. Methylphenylsilane reacts with (R)-(+)-a-methylbenzylamine to give the two diastereomeric monosilazanes as the only products. Aniline and benzylamine react with methylphenyl-and diphenylsilanes to give primarily the monosilazane, disilazane, or diazasilane as the main product, depending on the reactant ratios. Phenylsilane gives higher oligomers with aniline, mainly the trisilatriazane and trisiladiazanes, but no high molecular weight material.Key words: silanes, amines, silazanes, cuprous chloride, dehydrocoupling, catalysis.H. Q. Lru et J. F. HARROD. Can. J. Chem. 70, 107 (1992). En presence de chlorure cuivreux, les hydrosilanes et les amines primaires reagissent pour donner des silazanes. Le methylphknylsilane rkagit avec la (R)-(+)-a-mtthylbenzylarnine pour donner uniquement les deux monosilazanes diastkrkoisomkres. L'aniline et la benzylamine rkagissent avec les mkthylphknyl-et diphknylsilanes et, suivant les rapport des rkactifs, il se forme surtout des monosilazanes, des disilazanes ou des diazasilanes comme produits principaux. La rkaction du phknylsilane avec l'aniline conduit a la formation d'oligomkres, principalement le trisilatriazane et les trisiladiazanes; toutefois, il ne se forme pas de produits de poids moltculaires ClevCs.

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Section: Materials and Analytical Methodsmentioning

confidence: 99%

Copper(I)-catalyzed cross-dehydrocoupling reactions of silanes and amines

Liu¹,

Harrod²

1992

Can. J. Chem.

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“…Silanes were prepared by LiA1H4 reduction of the appropriate chlorosilane using modifications of literature methods (17). Dimethyltitanocene was prepared by a literature procedure (9) and freshly recrystallized before use.…”

Section: Materials and Reagentsmentioning

confidence: 99%

Structural studies of oligosilanes produced by catalytic dehydrogenative coupling of primary organosilanes

Aitken¹,

Harrod²,

Gill³

1987

Can. J. Chem.

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The structures of some poly(organosilylenes), [Formula: see text] (R = Ph, p-tolyl, n-hexyl, and benzyl), produced by catalytic dehydrogenative coupling of primary silanes have been studied by infrared, nuclear magnetic resonance, and mass spectroscopies. These results, combined with data on molecular weights and molecular weight distributions from vapour pressure osmometry and gel permeation chromatography, lead to the conclusion that the polymers are linear and have SiH2R end groups. The polymers all have degrees of polymerization of ca. 10 and very narrow molecular weight dipersions. Some possible features of the mechanism that gives rise to this behaviour are discussed.

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“…They are commonly prepared by alcoholysis of corresponding chlorosilanes (Scheme 1). The side product, hydrochloric acid is typically removed by addition of tertiary amines [1,2]. Alternative processes involve reaction of organochlorosilanes with alkali metal alcoholates [3,4] or alkyl orthoformates (Scheme 2) [5,6].…”

Section: Introductionmentioning

confidence: 99%