Silylhydrazine und dimere N,N′-Dilithium-N,N′-bis(silyl)hydrazide - Synthesen, Reaktionen, Isomerisierungen

Gellermann, Eike; Klingebiel, Uwe; Pape, Thomas; Antonia, Fabio dall'; Schneider, Thomas R.; Schmatz, Stefan

doi:10.1002/1521-3749(200112)627:12<2581::aid-zaac2581>3.0.co;2-1

Cited by 16 publications

(10 citation statements)

References 17 publications

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“…The structures were first optimized employing the very small 3-21G basis set (212 contracted Gaussian-type orbitals (cGTOs) for C 9 H 27 NOSi 2 Sn) that does not contain any d functions at the first-row atoms. Since tin is not supported by the standard 6-31G(d) basis which was used in most of our previous theoretical studies on silylhydroxylamines 8 and silylhydrazines, − we performed our second series of calculations with a DZVP (DFT orbital) basis set which for first- and second-row atoms is briefly described as H [2s], Li−Ne [3s,2p,1d], Na−Ar [4s,3p,1d] and is thus comparable to the 6-31G(d) set (H [2s], Li−Ne [3s,2p,1d], Na−Ar [4s,3p,1d]). For Sn 22 the DZVP basis is described as [6s,5p,3d].…”

Section: Quantum-chemical Study Of the Rearrangement Reactions Of Bis...mentioning

confidence: 99%

Structure and Rearrangement Reactions of Bis(organosilyl)(organostannyl)hydroxylamines: A Joint Theoretical/Experimental Study

et al. 2002

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O-Lithium-N,N-bis(tert-butyldimethylsilyl)hydroxylamide reacts with chlorotrimethylstannane to give N,O-bis(tert-butyldimethylsilyl)-N-(trimethylstannyl)hydroxylamine (1), the crystal structure of which is presented. The primarily formed N,N-bis(tert-butyldimethylsilyl)-O-(trimethylstannyl)hydroxylamine undergoes a dyotropic rearrangement. This reaction mechanism is corroborated by quantum-chemical calculations (B3LYP), partly employing an effective core potential for tin. The possibility for insertion of a stannyl group has been studied by quantum-chemical calculations. The transition states in the various rearrangement reactions of the bis(organylsilyl)stannylhydroxylamine system are discussed in detail.

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Section: Quantum-chemical Study Of the Rearrangement Reactions Of Bis...mentioning

confidence: 99%

Structure and Rearrangement Reactions of Bis(organosilyl)(organostannyl)hydroxylamines: A Joint Theoretical/Experimental Study

et al. 2002

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“…The conversion of N 2 to ammonia by enzymatic or chemical methods (via the intermediates of diimine and hydrazine) results in the cleavage of the N−N bond. , In the literature the cleavage of the N−N bond of hydrazine is well documented by a variety of model systems, while the N−H bond cleavage of hydrazine is rare . On the metal surface the N−H bond cleavage of hydrazine is reported, and substitution reactions of the hydrogen atoms of hydrazine are well known . To the best of our knowledge no insertion reactions at the N−H bond of hydrazine have been mentioned.…”

Section: Introductionmentioning

confidence: 99%

Insertion Reaction of a Silylene into a N−H Bond of Hydrazine and a [1+4] Cycloaddition with Diphenyl Hydrazone

et al. 2009

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The reaction of a stable six-membered N-heterocyclic silylene, LSi (1) [L = CH{(CCH2)(CMe)(2,6-iPr2C6H3N)2}], with hydrazine and its derivatives is described. 1 reacts with hydrazine to form LSi(H)NHNH2 (2) under N−H bond insertion of the silylene. The reaction of 1 and N-methyl hydrazine results exclusively in the formation of LSi(H)NHNHMe (3). Treatment of 1 with an equimolar amount of diphenyl hydrazone in toluene yields the dearomatized siloxy-indolin-1-amine 4 in almost quantitative yield rather than the insertion product at the N−H bond of the NH2 group. Compounds 2−4 were characterized by microanalysis, multinuclear NMR, and IR spectroscopy. Compounds 2 and 4 are confirmed by X-ray structural analysis with the result that 2 and 4 are both monomeric and the silicon center of each resides in a distorted tetrahedral environment.

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“…Klassische Synthesen von Silylhydrazinen verlaufen über die intermolekulare Halogenwasserstoff‐Abspaltung aus Hydrazin und Halogensilanen oder über Reaktionen von Lithiumhydraziden mit Halogensilanen 9. 10, 11 So konnte 4 durch Gasphasenreaktion von SiH 3 I mit Hydrazin hergestellt werden 8. 12 Die erste Kristallstrukturanalyse eines vollständig silylierten Hydrazinderivats gelang Schmidbaur et al Sie erhielten N 2 (PhH 2 Si) 4 ( 5 ) durch die Reaktion von PhH 2 SiCl mit Hydrazin 13…”

Section: Vergleich Der Bindungslängen [Pm] Und Bindungswinkel [°] Vonunclassified

Endovascular repair of ruptured abdominal aortic aneurysm

Balm

2008

British Journal of Surgery

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Die Mikrowelle macht's möglich: Mithilfe von GC‐MS‐Untersuchungen und quantenchemischen Rechnungen konnte Tetrakis(trichlorsilyl)hydrazin, N2(SiCl3)4, als eines der Produkte der Reaktion von SiCl4 mit N2 in einem durch Mikrowellen angeregten Niederdruckplasma identifiziert werden (siehe Schema; N blau, Si grau, Cl grün). N2(SiCl3)4 ist das erste perhalogenierte vollständig silylierte Hydrazinderivat.

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Silylhydrazine und dimere N,N′-Dilithium-N,N′-bis(silyl)hydrazide - Synthesen, Reaktionen, Isomerisierungen

Cited by 16 publications

References 17 publications

Structure and Rearrangement Reactions of Bis(organosilyl)(organostannyl)hydroxylamines: A Joint Theoretical/Experimental Study

Structure and Rearrangement Reactions of Bis(organosilyl)(organostannyl)hydroxylamines: A Joint Theoretical/Experimental Study

Insertion Reaction of a Silylene into a N−H Bond of Hydrazine and a [1+4] Cycloaddition with Diphenyl Hydrazone

Endovascular repair of ruptured abdominal aortic aneurysm

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