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Relevant academic research and scientific papers

Yttrium-Catalyzed Amine-Silane Dehydrocoupling: Extended Reaction Scope with a Phosphorus-Based Ligand

The scope of the catalytic dehydrocoupling of primary and secondary amines with phenylsilanes has been investigated using [Y{N(SiMe3)2}3] and a four-coordinate analogue bearing a cyclometalated phosphonium methylide ligand

Syntheses of Dianionic α-Iminopyridine Rare-Earth Metal Complexes and Their Catalytic Acitivities toward Dehydrogenative Coupling of Amines with Hydrosilanes

Reactions of [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 with aminomethylene-substituted pyridine 2-[O(CH2CH2)2NCH2CH2NCH2]C5H4N (1) gave the dianionic α-iminopyridine rare-earth metal amido complexes {μ-η2:σ1:κ1:κ1-2-[O(CH2CH2)2NCH2CH2NCH]C5H4N}2RE2[N(SiMe3)2]2 (RE = Y(2a), La(2b), Pr(2c), Nd(2d), Sm(2e), Dy(2f), Er(2g), and Lu (2h)). However, reaction of [(Me3Si)2N]3Y(μ-Cl)Li(THF)3 with pyridin-2-ylmethyl-substituted amines such as 2-(RNHCH2)C5H4N (R = tBu (3a) and 2,6-iPr2Ph (3b)) or benzyl-substituted amine O(CH2CH2)2NCH2CH2NHCH2C6H5 (5) afforded the corresponding yttrium complexes containing monoanionic ligands [2-(RNCH2)C5H4N]2YN(SiMe3)2 (R = tBu (4a) and 2,6-iPr2Ph (4b)) or [O(CH2CH2)2NCH2CH2NCH2C6H5][(Me3Si)2N)]Y(μ-Cl)(μ-η3-O(CH2CH2)2NCH2CH2NCH2C6H5)Li(THF) (6). Dianionic α-iminopyridine rare-earth metal amido complexes showed high catalytic activities for the dehydrogenation coupling reaction of hydrosilanes and amines providing a variety of silylamines in high yields.

Photoactivated silicon-oxygen and silicon-nitrogen heterodehydrocoupling with a commercially available iron compound

Silicon-oxygen and silicon-nitrogen heterodehydrocoupling catalyzed by the commercially available cyclopentadienyl dicarbonyl iron dimer [CpFe(CO)2]2 (1) under photochemical conditions is reported. Reactions between alcohols and PhSi

A Dialkyl Calcium Carbene Adduct: Synthesis, Structure, and Catalytic Cross-Dehydrocoupling of Silanes with Amines

Eleven neutral ligands were investigated in promoting the calcium-catalyzed cross-dehydrocoupling reaction between phenylsilane and diisopropylamine. Among them, N-heterocyclic carbene (NHC) ligand IiPr2Me2 (1,3-diisopropyl-4,5-dimet

Si-N Heterodehydrocoupling with a Lanthanide Compound

[La{N(SiMe3)2}3THF2] (1) is an effective precatalyst for the heterodehydrocoupling of silanes and amines. Coupling of primary and secondary amines with aryl silanes was achieved with a loading of 0.8 mol % of [L

Selective catalytic synthesis of amino-silanes at part-per million catalyst loadings

Platinum(ii) complex [Pt(ItBu′)(ItBu)][BArF4] (1a) is a highly active and selective catalyst in the dehydrocoupling of amines and silanes at part-per-million catalyst loadings (up to 10 ppm, 0.001 mol%), achievi

Organomagnesium amide catalyzed cross-dehydrocoupling of organosilanes with amines

The synthesis of novel heteroleptic organomagnesium(ii) amide complexes [IMesMg(Ar){N(SiMe3)2}]; (IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene), Ar = 2,6-Me2C6H3 (Xyl) (1) and 2,4,6-Me

Homoleptic Divalent Dialkyl Lanthanide-Catalyzed Cross-Dehydrocoupling of Silanes and Amines

The rare-earth bis(alkyl) compound Sm{C(SiHMe2)3}2THF2 (1b) is prepared by the reaction of samarium(II) iodide and 2 equiv of KC(SiHMe2)3. This synthesis is similar to that of previously re

Alkali-Metal-Catalyzed Cross-Dehydrogenative Couplings of Hydrosilanes with Amines

We report the N-H/H-Si cross-dehydrogenative coupling (CDC) of hydrosilanes and amines with high conversion (>90 %) and chemoselectivity for the production of silazanes, using group 1 metal hexamethyldisilazides [MN(SiMe3)2] (M=Li, Na, K) as precatalysts under mild conditions. [KN(SiMe3)2] showed higher activity than the congeneric lithium and sodium salts. The catalyzed CDC reaction displays a broad substrate scope. Phenylsilane and diphenylsilane react with a number of amines under ambient conditions; more elevated temperature is required for triphenylsilane to undergo CDC reactions. The intermediate lithium complex [(THF)2Li-{N(SiHPh2)(Dipp)}] (1) has been isolated and characterized in an attempt to identify the operative reaction mechanism.

Hetero-dehydrocoupling of silanes and amines by heavier alkaline earth catalysis

The homoleptic alkaline earth hexamethyldisilazides, [M{N(SiMe 3)2}2]2 (1: M = Mg; 2: M = Ca; 3: M = Sr), have been demonstrated as active pre-catalysts for the cross-dehydrocoupling of Si-H and N-H bonds under mild (25-60 °C) conditions. The reactions are applicable to the coupling of a wide variety of amine and silane substrates and are proposed to occur via a sequence of discrete Si-H/M-N and N-H/M-H metathesis steps. Whereas reactions of dialkyl group 2 species with 2,6-di-iso-propylaniline and phenylsilane delivered a series of well-defined compounds consistent with this rationale, kinetic analysis of the cross-coupling of diethylamine with diphenylsilane provided evidence for a more complex and subtly variable mechanistic landscape. Although reactions performed with all three pre-catalysts presented a number of common features, in every case the calcium species, 2, was found to provide notably superior catalytic activity, an order of magnitude higher than both 1 and 3 and in excess of many previously described benchmark transition metal- or f-element-mediated processes. Variations in overall reaction order, mode of pre-catalyst activation and the nature of the rate determining process are postulated to arise as a consequence of the marked change in M2+ radius and resultant charge density as group 2 is descended. The Royal Society of Chemistry 2013.