Das Verhalten von Oxalyl-bis ( diphenylposphan ) gegenüber Sauerstoff / The Behaviour of Oxalyl-bis(diphenylphosphane) Towards Oxygen

Lindner, Ekkehard; Kern, Herbert

doi:10.1515/znb-1983-0624

Cited by 6 publications

(1 citation statement)

References 4 publications

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“…Lithium diarylphosphinite slowly dismutates into lithium diarylphosphanide LiPAr 2 and lithium diarylphosphinate LiO 2 PAr 2 . The latter compound can react with still present diarylphosphinic chloride, yielding the observed diarylphosphinic anhydride Ar 2 P(O)–O–P(O)Ar 2 [δ( 31 P) = 25.7 ppm] . This proposed mechanism requires the assumption that the metathetical reaction step is significantly slower than the metalation and phosphinidene insertion steps.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Structure, and Stability of Lithium Arylphosphanidyl‐diarylphosphane Oxide

Bevern

Görls

Krieck

et al. 2020

Zeitschrift anorg allge chemie

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The reaction of LiP(H)Tipp (2a) and KP(H)Tipp (2b, Tipp = C6H2‐2,4,6‐iPr3), which are accessible via metalation of Tipp‐PH2 (1), with bis(4‐tert‐butylphenyl)phosphinic chloride yields Tipp‐P=P(OM)Ar2 [M = Li (3a) and K (3b)]. These complexes show characteristic chemical 31P shifts and large 1JPP coupling constants. These compounds degrade with elimination of the phosphinidene Tipp‐P: and the alkali metal diarylphosphinites M–O–PAr2 [M = Li (4a) and K (4b)]. The phosphinidene forms secondary degradation products (like the meso and R,R/S,S‐isomers of diphosphane Tipp‐P(H)–P(H)Tipp (5) via insertion into a P–H bond of newly formed Tipp‐PH2), whereas the crystallization of [Tipp‐P=P(OLi)Ar2·LiOPAr2·LiCl·2Et2O]2 (i.e. [3a·4a·LiCl·2Et2O]2) succeeds from diethyl ether. The metathesis reactions of LiP(SiiPr3)Tipp and LiP(SiiPr3)Mes (Mes = C6H2‐2,4,6‐Me3) with Ar2P(O)Cl yield Ar*‐P=P(OSiiPr3)Ar2 (Ar* = Mes, Tipp) which degrade to Ar2POSiiPr3 and other secondary products.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Structure, and Stability of Lithium Arylphosphanidyl‐diarylphosphane Oxide

Bevern

Görls

Krieck

et al. 2020

Zeitschrift anorg allge chemie

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Polymeric photoinitiators bearing side‐chain benzoyldiphenylphosphinoxide moieties for UV curable coatings

Angiolini

Caretti

Carlini

et al. 1994

J of Applied Polymer Sci

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SYNOPSISPolymeric photoinitiators bearing side-chain benzoyldiphenylphosphinoxide moieties have been prepared by reacting poly (4-vinylbenzoic acid) or 4-vinylbenzoic acid/methyl methacrylate copolymers with thionyl chloride followed by methoxydiphenylphosphine. The activity of the above polymeric systems has been checked in the UV curing of the acrylic clear-coating formulation HDDA/BA and compared with that of the low molecular weight model 4-isopropylbenzoyldiphenylphosphinoxide. The stability to light and to hydrolytic conditions of the polymeric photoinitiators with respect to the model has also been tested.The results obtained are discussed in terms of composition and structural features of these systems.

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Phosphorylierte Enole, Lactone und Alkohole als Reaktionsprodukte bifunktioneller Acylphosphane und deren Oxide

Lindner

Kern

1984

Chem. Ber.

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Bifunktionelle Acylphosphane des Typs Ph,P -C(0) -[CR,], -C ( 0 ) -PPh, (2a -i) erhalt man aus den Saurechloriden CIC(0)-[CR,],-C(0)CI ( l a -i ) und (CH3),Si-PPh2. 2d (n = 2) und 1 c, e -i (n = 1, 3 -6) lassen sich mit molekularem Sauerstoff oder durch Umsetzung mit CH,OPPh, ( l a -i ) and (CH,),Si-PPh2. 2d (n = 2) and l c , e -i (n = 1, 3 -6) can be transformed with molecular oxygen and by reaction with CH,OPPh,, respectively to the phosphane oxides Ph, , (3c -i), 3a, b are not accessible. With a medium chain length the unstable phosphane oxides prefer, as it could be shown with the example of 3f, intramolecular cyclization, in the course of which intermediary formed 4f is changed into the unsaturated lactone 5f under separation of HP(O)Ph,. With a chain length of n = 4 -6 one obtains the bifunctional tetraphosphorylated alcohols 6g -i either by oxidation of 2g, h in the simultaneous presence of HP(O)Ph, or by reaction of 3h, i with HP(O)Ph,. In solution results decomposition of 6g-i to give the oxides 3g -i and HP(O)Ph,, which is dependent of electronic and steric factors. This could be proved with the example of the mono-and bifunctional alcohols 9 and 7i, respectively. The hydrolysis of 3 c yields the enol l l c .Das chemische Verhalten monofunktioneller Acyl-und Aroyldiorganylphosphane und deren Oxide wurde in den letzten Jahren ausfiihrlich untersucht1-14). Von besonderem Interesse haben sich Acylphosphanoxide erwiesen, da sie in Abhangigkeit elektronischer und sterischer Effekte entweder in die isomeren Acyloxyphosphane iibergehen4.'0*'3*1J) oder einer Dimerisierung unterIiegen3* 16). Mit protischen Solventien oder 0 Verlag Chemie GmbH, D-6940 Weinheim, 1984

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Das Verhalten von Oxalyl-bis ( diphenylposphan ) gegenüber Sauerstoff / The Behaviour of Oxalyl-bis(diphenylphosphane) Towards Oxygen

Cited by 6 publications

References 4 publications

Synthesis, Structure, and Stability of Lithium Arylphosphanidyl‐diarylphosphane Oxide

Synthesis, Structure, and Stability of Lithium Arylphosphanidyl‐diarylphosphane Oxide

Polymeric photoinitiators bearing side‐chain benzoyldiphenylphosphinoxide moieties for UV curable coatings

Phosphorylierte Enole, Lactone und Alkohole als Reaktionsprodukte bifunktioneller Acylphosphane und deren Oxide

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