16462-86-5Relevant academic research and scientific papers
Phosphorylation of phenols with diethyl chlorophosphonate on the surface of magnesia
Kaboudin
, p. 402 - 403 (2007/10/03)
Phosphorylation of phenols with diethyl chlorophosphonate on the surface of magnesia is an easy, rapid, safe and high-yielding reaction.
Transfer of the Diethoxyphosphoryl Group between Imidazole and Aryloxy Anion Nucleophiles
Ba-Saif, Salem,Williams, Andrew
, p. 2204 - 2209 (2007/10/02)
Rate constans have been measured for reaction of imidazole with aryl diethyl phosphate (k1) and of aryloxy anions with N-(diethoxyphosphoryl)imidazolium ion (k-1) in aqueous solution at 25 deg C; they obey the following linear Broensted equations: log k1 = -1.02pKArOH + 1.83 (n = 6, r = 0.989); log k-1 = 0.85pKArOH - 0.48 (n = 10, r = 0.957).The value of βeq (1.87) obtained from βlg and βnuc supports a previously determined value (1.83) for the transfer of the neutral phosphoryl group from phenolate ion nucleophiles.The pKaof (diethoxyphosphoryl)imidazolium ion is 6.04.The equilibrium constant for reaction of 4-nitrophenyl diethyl phosphate with imidazole is 5.9 x 10-6; in the case of the aryl ester from phenol with pKArOH = 4.34 the equilibrium constant is calculated to be unity.The Broensted βeq data are used to calibrate effective charges derived from previously measured βlg values for attack of nucleophiles at phosphorus bearing phenolate ion leaving groups.
1,3-CARBANIONISCHE UMLAGERUNGEN: REAKTIONEN VON PHOSPHORSAEURE-o-HALOARYLESTERN MIT METALLEN ZU ARYLPHOSPHONSAEUREDERIVATEN
Heinicke, J.,Boehle, I.,Tzschach, A.
, p. 11 - 22 (2007/10/02)
o-Bromoaryl esters of phosphoric acid react with magnesium to give arene phosphonic acid derivatives via intermediate Grignard compounds.Similar metallation rearrangement processes may be achieved in the case of o-chloroaryl esters if sodium is applied as
