1964
DOI: 10.1002/ange.19640761603
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Phosphorylierungsmittel — Bauprinzip und Reaktionsweise

Abstract: Koordinationspolyedern. Diese Forderung erfullen z. B. Elemente der B-Gruppen des Peroidensystems. Nach Orgel [81]

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Cited by 60 publications
(26 citation statements)
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“…Presumably departure of Nz from -H 0 3 P -CH2 -CH-(-N ' 2) -COOH is accompanied by scission of the P-C bond rather than attack of 01 on C2, the usual reaction when 2-amino acids are diazotized. The reaction is thus like the diazotization of aminoethylphosphonic acid studied by Mastalerz and Richtarski (1971), and closely analogous to the Conant-Swan breakdown in base of 2-haloalkylphosphonic acids (see Maynard and Swan, 1963); it is one of the reactions analysed by Clark et al (1964) as a P-XYZ system in which Z accommodates electrons and it is similar to the mechanism of natural splitting of the C-P bond (La Nauze et al, 1977;Olsen et al, 1988) and to the release of phosphate when 1-aminoalkylphosphonic acids react with ninhydrin (Warren, 1966). When, however, 2 mol/mol HBr was added, no phosphate was released (and bromo acid rather than hydroxy acid was the main product).…”
Section: Results and Dlscussionmentioning
confidence: 62%
“…Presumably departure of Nz from -H 0 3 P -CH2 -CH-(-N ' 2) -COOH is accompanied by scission of the P-C bond rather than attack of 01 on C2, the usual reaction when 2-amino acids are diazotized. The reaction is thus like the diazotization of aminoethylphosphonic acid studied by Mastalerz and Richtarski (1971), and closely analogous to the Conant-Swan breakdown in base of 2-haloalkylphosphonic acids (see Maynard and Swan, 1963); it is one of the reactions analysed by Clark et al (1964) as a P-XYZ system in which Z accommodates electrons and it is similar to the mechanism of natural splitting of the C-P bond (La Nauze et al, 1977;Olsen et al, 1988) and to the release of phosphate when 1-aminoalkylphosphonic acids react with ninhydrin (Warren, 1966). When, however, 2 mol/mol HBr was added, no phosphate was released (and bromo acid rather than hydroxy acid was the main product).…”
Section: Results and Dlscussionmentioning
confidence: 62%
“…Radical mechanisms in relation to these processes have been stressed rather exceptionally [9]. Usually twoelectron processes have been considered in phosphorylation reactions [10] and general interest is presently focused on vectorial processes [11] in heterogenic systems, rather than on homogeneous reactions. Conspicuously enough, one electron processes are involved in the successful model systems of Wieland and Bäuerlein [12].…”
Section: Discussionmentioning
confidence: 99%
“…(3) The leaving group X is typically a halogen or pseudohalogen, aryloxy -, thioxy -or phosphate -group [7] . The choice of the right leaving group is a delicate task.…”
Section: Properties Tabun (Ga) Sarin (Gb) Soman (Gd) Vxmentioning
confidence: 99%