711-07-9Relevant academic research and scientific papers
PHARMACEUTICAL COMPOSITIONS COMPRISING CYCLIC GLYCEROPHOSPHATES AND ANALOGS THEREOF FOR PROMOTING NEURAL CELL DIFFERENTIATION
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Page/Page column 9, (2008/06/13)
Cyclic glycerophosphates and analogs thereof (CGs) are shown to exert neutral promoting activities in target cells. Such activities include promotion of neuronal outgrowth, promotion of nerve growth, provision of dopaminotrophic supporting envrionment in
NUCLEOPHILIC SUBSTITUTIONS AT SILICON AND PHOSPHORUS. A COMPARISON OF CONTROLLING FACTORS
Corriu, R.J.P.
, p. 1 - 12 (2007/10/02)
The stereochemical behavior of functional organosilanes is explained considering electronic factors.The reactivity depends on the stereochemistry.Retention and /or inversion are controlled by a frontier orbital process.The same conclusions can be extended to the mechanism of nucleophilic substitution of halogenophosphorus compounds.The kinetic data show that the electronic interaction between the incoming nucleophile and the leaving group is very deep when they are both in the apical position of a tbp intermediate.By contrast, the influence of the nucleophile is minimized when the approach of the nucleophile affords a 90 deg angle, i. e. overall retention at phosphorus.The hydrolysis of silicates should be certainly more connected to the process of hydrolysis of phosphates through a mechanism involving pseudorotation of the pentacoordinated intermediates.
INVESTIGATIONS OF THE NUCLEOPHILIC DISPLACEMENT AT THE TETRAHEDRAL PHOSPHORUS - KINETIC EFFECTS OF THE NUCLEOPHILE FOR A GIVEN STEREOCHEMISTRY.
Corriu, Robert J. P.,Lanneau, Gerard F.,Leclercq, Dominique
, p. 5591 - 5600 (2007/10/02)
A kinetic study of alcoholysis and aminolysis of 2-chloro-2-oxo-1,3,2-dioxaphospholane, 1, shows a rate levelling effect of the nucleophile, where the stereochemistry is retention at phosphorus.On the other hand, the substitutions with inversion of the 2-chloro-2-oxo-1,3,2-dioxaphosphorinane 2, or the diethylchlorophosphate, 3, show a marked influence of the nucleophile upon the reactivity.Furthermore, the large rate increase which has been observed for the hydrolysis of the five-membered ring phosphorus esters compared to phosphates (an oxygen always displaces an oxygen) is not reproduced when the leaving group is different of the nucleophile.We suggest that the mechanistic implications, established in the case of phosphate esters hydrolysis cannot be directly extended to the general case of SN2(P).The mechanism of nucleophilic substitution of P(4) species is better interpreted in terms of HOMO-LUMO interactions between the nucleophile and the substrate, a process now well established in silicon chemistry.
SILICON-PHOSPHORUS ANALOGIES. RATE CONTROLLING FACTORS IN SN2(P) REACTIONS. INFLUENCE OF THE NUCLEOPHILE FOR A GIVEN STEREOCHEMISTRY.
Corriu, Robert J.P.,Lanneau, Gerard F.,Leclercq, Dominique
, p. 4323 - 4326 (2007/10/02)
SN2(P) reactions of chlorophosphates, which take place with inversion of configuration, are higly dependent upon the nature of the nucleophile.On the contrary, exocyclic substitutions of five-membered ring chlorophosphates with retention show a marked kinetic levelling effect.
EXOCYCLIC SUBSTITUTION OF FIVE-MEMBERED RING CHLOROPHOSPHATES A REEXAMINATION OF THE RULE FOR NUCLEOPHILIC SUBSTITUTION AT PHOSPHORUS
Corriu, R. J. P.,Lanneau, G. F.,Leclercq, D.
, p. 197 - 200 (2007/10/02)
Opposite to the SN2(P) reactions taking place with inversion, which are highly dependent upon the nature of the nucleophile, exocyclic substitutions of five-membered ring chlorophosphates with retention show a marked kinetic levelling effect, emphasing silicon-type argumentations.
