Tri(tert-butyl)phosphinoxid, -imin, -methylen und -boran / Tri(tert-butyl)phosphine Oxide, Imine, Methylene and Borane

Schmidbaur, Hubert; Blaschke, G.

doi:10.1515/znb-1978-1239

Cited by 10 publications

(2 citation statements)

References 4 publications

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“…The first attempt to deprotonate β-hydroxyphosphonium salt 8 by elimination of HI by sublimation in vacuo resulted in the elimination of isobutene from one of the tert -butyl groups of 8 , yielding P−H phosphonium salt 9 . Similar elimination of isobutene from sterically overcrowded phosphines has been noted . Deprotonation of 8 at room temperature with sodium hydroxide in methanol was more successful and resulted in the isolation of betaine 10 stabilized by one molecule of the solvent.…”

Section: Resultsmentioning

confidence: 99%

A Stabilized β-Oxaphosphoniumbetaine: An Elusive Zwitterion

et al. 2007

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A beta-oxaphosphoniumbetaine stabilized by two tert-butyl groups at the phosphonium part of the betaine and two trifluoromethyl groups at the carbon adjoined to the oxa part of the betaine was isolated and structurally characterized. Additional stabilization results from the solvation of the betaine by a parent phosphonium salt, as in 4, or by protonation with methanol, as in 10. According to X-ray analysis, the betaine exhibits a sterically strained "gauche" conformeric form, with torsion angles in the P-C-C-O moiety of 32.2 degrees for 4 and 28.1 degrees for 10. The P...O separations of 3.121 A for 4 and 3.086 A for 10 are just under the sum of the O and P van der Waals radii (3.32 A). The fast H/D exchange of alpha hydrogen atoms to the phosphonium center was observed in the solution of 10 in deuterium oxide and MeOH-d4. The beta-oxaphosphoniumbetaine has long been suspected as an intermediate in the Wittig reaction, but this is the first time a stabilized derivative has been isolated.

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Section: Resultsmentioning

confidence: 99%

A Stabilized β-Oxaphosphoniumbetaine: An Elusive Zwitterion

et al. 2007

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“…[3,22] Diese Arbeit wurde im Rahmen des DFG-Schwerpunktprogramms ¹Nitridobru È ckenª gefo È rdert. Der Deutschen Forschungsgemeinschaft und dem Fonds der Chemischen Industrie danken wir fu È r ihre Unterstu È tzung.…”

Section: Introductionunclassified

Niob- und Tantal-Komplexe des N-metallierten Hexamethylimidophosphorsäuretriamids und des Tris-tert-butyliminophosphorans

Weber

Korn

Schulz

et al. 1999

Z. anorg. allg. Chem.

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Sterisch besonders anspruchsvolle Phosphoraniminato‐Liganden [N = PR3]– (R = tBu, NMe2) mit ausgeprägt π‐basischem Charakter werden erstmalig zur Stabilisierung π‐acider d0 Metallzentren eingesetzt. So führt die Reaktion der Niob‐ und Tantal‐Oxochloride MOCl3 (M = Nb, Ta) mit Me3SiN=P(NMe2)3 zur selektiven Abspaltung von (Me3Si)2O unter Bildung von [M{NP(NMe2)3}2Cl3] (M = Nb 1, Ta 2). Durch Umsetzung der Metallpentachloride mit den N‐lithiierten Liganden gelingt die Darstellung der bislang unbekannten tris‐substituierten Vertreter [M(NPR3)3Cl2] (M = Nb: R = tBu 3, NMe2 4; M = Ta: R = tBu 5, NMe2 6). [Ta(NPtBu3)3Cl2] (5) wurde anhand einer Kristallstrukturanalyse charakterisiert. Das Tantalatom ist trigonal‐bipyramidal von drei äquatorialen Phosphoraniminato‐ und zwei axialen Chloroliganden umgeben. Das Hochtemperatur‐31P‐NMR‐Spektrum von [Nb{NP(NMe2)3}3Cl2] (4) erlaubt die Beobachtung eines Dezetts, charakterisiert durch 2J(Nb–P) = 279 Hz.

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And Compounds with P—B Bonds

Geanangel¹

1988

Inorganic Reactions and Methods

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Tri(tert-butyl)phosphinoxid, -imin, -methylen und -boran / Tri(tert-butyl)phosphine Oxide, Imine, Methylene and Borane

Cited by 10 publications

References 4 publications

A Stabilized β-Oxaphosphoniumbetaine: An Elusive Zwitterion

A Stabilized β-Oxaphosphoniumbetaine: An Elusive Zwitterion

Niob- und Tantal-Komplexe des N-metallierten Hexamethylimidophosphorsäuretriamids und des Tris-tert-butyliminophosphorans

And Compounds with P—B Bonds

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