INTRAMOLECULAR DONOR-ACCEPTOR-INTERACTION INN,N,N′-TRIMETHYL-N′-HALOPHOSPHINOETHYLENDIAMINES AND INN,N,N′-TRIMETHYL-N′-DIFLUOROARSINOETHYLENDIAMINE
- 1 June 1988
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 37 (3-4) , 231-239
- https://doi.org/10.1080/03086648808079042
Abstract
The reaction of Me2NCH2CH2N(Me)SiMe3 with MePCl2, ButPCl2 and AsF3 was found to proceed with formation of the trimethylsilyl halides, Me3SiX (X=Cl, F), and of the phosphorus-nitrogen (or arsenic-nitrogen)-bonded compounds, Me2NCH2CH2N(Me)P(Me)Cl, Me2NCH2CH2N(Me)P(But)Cl, and Me2NCH2CH2N(Me)AsF2, respectively. When PBr3, Et2NPCl2, and Et2NPBr2 were allowed to react with Me2NCH2CH2N(Me)SiMe3 the ionic, intramolecularly coordinated compounds, [Me2NCH2CH2N(Me)PBr]+Br−, [Me2NCH2CH2N(Me)PNEt2]+Cl, and [Me2NCH2CH2N(Me)PNET2]+ Br− were formed. The high- and low-temperature 1H- and 19F-n.m.r. spectra of these compounds were investigated. Their interaction with Lewis acids has been shown in the case of some acyclic, covalent phosphorylated derivatives of N.N.N′-trimethyl-ethylendiamine to induce intramolecular complexation between phosphorus and the nitrogen of the Me2N group. The spiro compound, [(Me2NCH2CH2N(Me))2P]+[BPh4]−, was obtained from the monocyclic product, [Me2NCH2CH2N(Me)PCl]+ Cl−, with Na[BPh4]/Me2NCH2CH2N(Me)SiMe3.Keywords
This publication has 10 references indexed in Scilit:
- ÜBER DIE UMSETZUNG VON N- BZW. O-TRIMETHYLSILYLIERTEN DERIVATEN DES ETHANOLAMINS MIT PHOSPHOR(III)-HALOGEN-VERBINDUNGEN: INTRAMOLEKULARE DONATOR-AKZEPTOR-WECHSEL WIRKUNGEN IN DEN VERBINDUNGEN CH3OCH2CH2N(CH3)PCl2, (CH3)2NCH2CH2OPCl2, (CH3)2NCH2CH2N(CH3)P(C6 H5)2, (CH3)2NCH2CH2N(CH3)P(C6 H5)Cl UND (CH3)2NCH2CH2N(CH3)PCl2Phosphorus and Sulfur and the Related Elements, 1986
- Pentakoordiniertes Silicium: Intramolekulare Koordination bei O-Fluorsilylderivaten von N.N-disubstituierten Aminoethanolen bzw. N-fluorsilylsubstituierten Derivaten des Trimethylethylendiamins/Penta-co-ordinate Silicon: Intramolecular Coordination of O-Fluorosilyl Derivatives of N.N-Disubstituted Aminoethanols and of N-Fluorosilyl Substituted Derivatives of TrimethylethylenediamineZeitschrift für Naturforschung B, 1985
- Tetrachloro‐ und Tricyanochlorophosphat(III) Strukturbilder einer auf halbem Wege stehengebliebenen AdditionZeitschrift für anorganische und allgemeine Chemie, 1982
- Bis(dimethylamido)phosphinium cation with a p.pi.-p.pi. multiple bond between phosphorus and nitrogen atomsJournal of the American Chemical Society, 1974
- Tert ‐butyldichlorophosphine and Di‐ tert ‐butylchlorophosphinePublished by Wiley ,1973
- Cleavage reactions of arsenic trifluoride with element-trimethylsilyl compoundsJournal of Fluorine Chemistry, 1971
- A Proton Magnetic Resonance Study of Some Dialkylaminophosphorus DerivativesJournal of the American Chemical Society, 1965
- Dialkylamino‐phosphane, II. Darstellung und Reaktionen von Dimethylamino‐halogen‐phosphanen, (Me2N)3−nPXn3)European Journal of Inorganic Chemistry, 1963
- ASSOCIATION EQUILIBRIA AND COMPOUND FORMATION IN THE PHOSPHORUS TRICHLORIDE-TRIMETHYLAMINE SYSTEMThe Journal of Physical Chemistry, 1960
- Darstellung und chemisches Verhalten aliphatischer und cycloaliphatischer Diphosphine, R2P-PR2European Journal of Inorganic Chemistry, 1959