15453-04-0Relevant articles and documents
On the tautomerism of secondary phosphane oxides
Christiansen, Andrea,Li, Chuanzhao,Garland, Marc,Selent, Detlef,Ludwig, Ralf,Spannenberg, Anke,Baumann, Wolfgang,Franke, Robert,Boerner, Armin
, p. 2733 - 2741 (2010)
The tautomeric behaviour of five secondary phosphane oxides (SPOs) with different electronic properties has been investigated by NMR and IR spectroscopy, density functional theory calculations and X-ray structural analysis. Proof is given that only with s
Ambident reactivity of chloro(dialkylamino)-(diphenylphosphinoyl)methanes
Morgalyuk, Vasilii Petrovich,Strelkova, Tat'Yana Vladimirovna,Nifant'Ev, Eduard Eugenievich
, p. 93 - 100 (2012/03/07)
The chemical properties of chloro(dialkylamino)(diphenylphosphinoyl) methanes have been studied using the simplest compound of this series, chloro(dimethylamino)(diphenylphosphinoyl)methane, as an example. Chloro- (dimethylamino)(diphenylphosphinoyl)methane shows ambident reactivity when reacting with electrophiles and nucleophiles depending on coreactant nature, it behaves as either electrophilic substrate or phosphorus nucleophile. This fact can be explained by its dissociation in solutions with both C-Cl bond cleavage to give (dimethylamino)- (diphenylphosphinoyl)methyl cation and Cl- anion and C-P bond cleavage to form chloro(dimethylamino)methyl cation and diphenylphosphinite anion. The capability of chloro(dimethylamino) (diphenylphosphinoyl)methane to produce spontaneously Ph2PO-anion allows us to recommend application in organic and organophosphorus synthesis as a synthetic equivalent (synthon) of diphenylphosphinite anion.
ORGANISCHE PHOTOCHEMIE XLIII. Diphenylphosphinigsaeure, Hetero- und Carbocyclen aus ortho-?-funktionalisierten Aroyl-Diphenylphosphinen durch UV-Bestrahlung in Loesung
Dankowski, Manfred,Praefcke, Klaus
, p. 131 - 140 (2007/10/02)
New aroyl diphenyl phosphines (1f-i) substituted with ?-functions in ortho-positions of the aroyl part have been synthesized and photolyzed in benzene.In two cases (1h and i) 1.2- and 1.4-addition products of photochemically formed diphenylphosphinous acid (3) with acetone or phenanthrene quinone (8) are isolated in 59percent yields.Moreover, in neighboring-group participations aroyl radicals formed by competing α-cleavages of 1g-i yield 5- and 6-membered hetero- and carbocycles: xanthone (6), 3,3'-dimethoxy 3,3'-diphthalidyl (7), or the phenanthrene derivative 9, respectively.
