1971
DOI: 10.1021/jo00820a011
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Syntheses of (3-aminoalkyl) silicon compounds

Abstract: The syntheses and chemical properties of some 54 compounds are described, all having structural units including ==SiCCCN= with either methyl, phenyl, siloxy, alkoxy, or amino groups on silicon and H, alkyl, or phenyl groups on nitrogen. Thirteen of the compounds are novel substituted heterocyclic l-aza-2-silacyclopentanes and one is a l-aza-2-silacyclohexane.

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Cited by 40 publications
(8 citation statements)
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“…Although this unexpected behavior of primary allyl amines hydrosilylation is known for over fifty years, no satisfying explanation has been hitherto described. However, it is remarkable that the hydrosilylation of secondary or tertiary N-substituted allyl amines does not liberate hydrogen to any noticeable extent [59], so the addition of silicon hydrides to methallyl amines of the general formula type CH 2 C(Me)CH 2 NR (e.g. R = Me, Pr, Bu, Ph) led to isomeric pure products in high yields and turnovers [60].…”
Section: Hydrosilylation Of Allyl Compoundsmentioning
confidence: 99%
“…Although this unexpected behavior of primary allyl amines hydrosilylation is known for over fifty years, no satisfying explanation has been hitherto described. However, it is remarkable that the hydrosilylation of secondary or tertiary N-substituted allyl amines does not liberate hydrogen to any noticeable extent [59], so the addition of silicon hydrides to methallyl amines of the general formula type CH 2 C(Me)CH 2 NR (e.g. R = Me, Pr, Bu, Ph) led to isomeric pure products in high yields and turnovers [60].…”
Section: Hydrosilylation Of Allyl Compoundsmentioning
confidence: 99%
“…They react readily with ammonia or amines to form amino-organofunctional silanes. 16 With tertiary amines they form quaternary ammonium compounds that are useful for surface-bonded antimicrobial activity on textiles or inorganic surfaces: 7 With sodium alkoxides they form ethers 18 : Alkali or tertiary amine salts of carboxylic acids react with haloalkylsilanes to form esters 14 : The esters themselves may be valuable coupling agents or they may be alcoholized to form hydroxyalkylsilanes:…”
Section: Organofunctional Groups On Siliconmentioning
confidence: 99%
“…[1 -3] The chlorine atom in c position to silicon is readily displaced by many nucleophiles, such as ammonia, and amines, [4,5] nitrile, [6] thiols and sulfides, [7 -9] azide, [10] carboxylates, [11] phosphines and phosphites [12] and others. Siloxane polymers bearing 3-chloropropyl substituents are used for the synthesis of interesting organofunctional polymers via transformation of the reactive haloalkyl group.…”
Section: Introductionmentioning
confidence: 99%