2-Triethylsilyl- and 2-triethylgermyl-1,3-di-t-butyl-1,3,2-diazaphosphorinanes: Synthesis, structure and chemical properties

Nifantiev, Edward E.; Vyazankin, N. S.; Sorokina, S. F.; Vorobieva, L.A.; Vyazankina, O. A.; Bravo-Zhivotovsky, D.A.; Bekker, A. R.

doi:10.1016/0022-328x(84)80702-0

Cited by 15 publications

(17 citation statements)

References 6 publications

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“…The axial hydrogen atoms appear downfield relative to their equatorial counterparts, in contrary to the situation observed in cyclohexanes in which axial substituents resonate at higher fields [22]. The 13 C NMR spectrum (similar to 1 H NMR spectrum) of molecule 1 shows two separate singlets for the axial and equatorial methyl groups. 13 C NMR spectra of compounds 1-4 and 8 revealed that 3 J(P,C) aliphatic coupling constants are larger than 2 J(P,C) aliphatic coupling constants.…”

Section: -Ch 3 -C 6 H 4 Op(o)[nh(ch 2 ) 3 Nh]mentioning

confidence: 96%

“…Ab initio quantum chemical calculations were performed in diaza-and oxazaphosphorinanes [11]. The coordination chemistry of 1,3-diazaphosphorinanes has already been investigated [12][13][14].…”

Section: Introductionmentioning

confidence: 99%

“…1 H and 13 C chemical shifts were determined relative to internal TMS, 31 P chemical shifts relative to 85% H 3 PO 4 as external standard. Infrared (IR) spectra were recorded on a Shimadzu model IR-60 spectrometer.…”

Section: Introductionmentioning

confidence: 99%

“…Spectroscopic measurements 1 H, 13 C and 31 P spectra were recorded on a Bruker Avance DRS 500 spectrometer. 1 H and 13 C chemical shifts were determined relative to internal TMS, 31 P chemical shifts relative to 85% H 3 PO 4 as external standard.…”

Section: Introductionmentioning

confidence: 99%

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Phosphorus heterocycles: synthesis, spectroscopic study and X-ray crystallography of some new diazaphosphorinanes

et al. 2007

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New diazaphosphorinanes with formula C 6 H 5 OP(O)[NHCH 2 C(CH 3 ) 2 CH 2 NH] (1), RP(O)[NH(CH 2 ) 3 NH], R=C 6 H 5 O (2), 4-CH 3 -C 6 H 4 NH (3), 4-NO 2 -C 6 H 4 NH (4), RP(O)[NHC 10 H 6 NH],R=Cl (5), 4-CH 3 -C 6 H 4 O (6), and C 6 H 5 NH (7) were synthesized and characterized by 1 H, 13 C, 31 P NMR and IR spectroscopy and elemental analysis. The crystal structures of compounds 1 and 4-CH 3 -C 6 H 4 OP(O)[NH(CH 2 ) 3 NH] (8) were determined using X-ray crystallography. In these structures, the P=O bond is placed in an equatorial position and the aliphatic six-membered rings show chair conformations. These compounds form two-dimensional polymeric chains via intermolecular P=O…H-N hydrogen bonds. 1 H NMR spectrum of compound 1 shows a ddd splitting pattern for the coupling of H equatorial proton with phosphorus atom, H axial atom, and NH proton with a highvalue 3 J(PNCH) coupling constant = 26.1 Hz. But, H axial indicates a dd splitting pattern because of the coupling with H equatorial and NH protons. 13 C NMR spectra of compounds 5-7, indicated high values for 3 J(P,C) aromatic = 11.9, 11.3 and 10.2 Hz due to the coupling of the aromatic carbon atom of naphthalene moiety with the phosphorus atom. 31 P NMR spectra indicate that the d( 31 P) of compounds 1-4 and 8 containing NH groups connected to the aliphatic carbon atoms appear downfield relative to those of compounds 5-7 that containing NH groups connected to the aromatic naphthalene group.Graphical abstract 4-CH 3 -C 6 H 4 OP(O)[NH(CH 2 ) 3 NH]

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Section: -Ch 3 -C 6 H 4 Op(o)[nh(ch 2 ) 3 Nh]mentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Phosphorus heterocycles: synthesis, spectroscopic study and X-ray crystallography of some new diazaphosphorinanes

et al. 2007

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“…Im Phosphanylsubstituierten Silicoid 5d ist das 31 P-NMR-Signal (d = 148.0 ppm) für ein Silicium-substituiertes Dialkylaminophosphan stark entschirmt, [30] was wir vorläufig dem Ringstrom des Si 6 -Kerns zuschreiben, der auch für die ungewçhnliche Entschirmung einer der SiTip 2 -Brücken verantwortlich ist.…”

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Isolierung und vielseitige Derivatisierung eines ungesättigten anionischen Siliciumclusters (Silicoid)

et al. 2016

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Die charakteristischen Merkmale von SiliciumOberflächenmaterialen werden in den verwandten, partiell substituierten -u nd folglich ungesättigten -n eutralen Siliciumclustern (den Silicoiden) widergespiegelt. Der Einbau von Silicoiden in ausgedehntere Systeme ist aufgrund ihrer elektronischen Eigenschaften vielversprechend. Weitere Entwicklungen auf diesem Gebiet sind bisher allerdings durch das Fehlen funktionalisierter Silicoidderivate limitiert. Wirb erichten hier von der Isolierung und vollständigen Charakterisierung des Lithiumsalzes eines anionischen R 5 Si 6 -Silicoids und liefern damit zugleich das fehlende Glied zwischen Silicium-basierten Zintl-Anionen und silicoiden Clustern. Das hohe Potential dieser Spezies für den effizienten Transfer der intakten, ungesättigten R 5 Si 6 -Einheit wird durch saubere Reaktionen mit repräsentativen Elektrophilen der Gruppen 13, 14 und 15 grundsätzlichdemonstriert.

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Alkaline and Alkaline Earth Metal‐14 Compounds: Preparation, Spectroscopy, Structure and Reactivity

Rivière

Castel

Rivière-Baudet

2009

Patai's Chemistry of Functional Groups

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2-Triethylsilyl- and 2-triethylgermyl-1,3-di-t-butyl-1,3,2-diazaphosphorinanes: Synthesis, structure and chemical properties

Cited by 15 publications

References 6 publications

Phosphorus heterocycles: synthesis, spectroscopic study and X-ray crystallography of some new diazaphosphorinanes

Phosphorus heterocycles: synthesis, spectroscopic study and X-ray crystallography of some new diazaphosphorinanes

Isolierung und vielseitige Derivatisierung eines ungesättigten anionischen Siliciumclusters (Silicoid)

Alkaline and Alkaline Earth Metal‐14 Compounds: Preparation, Spectroscopy, Structure and Reactivity

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