1966
DOI: 10.1016/0040-4020(66)80025-x
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Reaction of trivalent phosphorus compounds with α,β-unsaturated ketones

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Cited by 44 publications
(7 citation statements)
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“…Finaly, the new synthesized phosphorus compounds, are noteworthy for their potential biological activity, especially because they are associated with various heterocycles Particularly remarkable is α ‐hydroxyphosphonates, which are considered structural analogs of α‐hydroxyphosphonic acids , . In turn, they can serve as enzyme inhibitors for purine nucleoside phosphorylase, human rennin, farnesyl protein transferase (FPT), and other …”
Section: Resultsmentioning
confidence: 99%
“…Finaly, the new synthesized phosphorus compounds, are noteworthy for their potential biological activity, especially because they are associated with various heterocycles Particularly remarkable is α ‐hydroxyphosphonates, which are considered structural analogs of α‐hydroxyphosphonic acids , . In turn, they can serve as enzyme inhibitors for purine nucleoside phosphorylase, human rennin, farnesyl protein transferase (FPT), and other …”
Section: Resultsmentioning
confidence: 99%
“…The shifts are close to the value found for the closely related compound 9, known to contain positively charged phosphorous, namely -31 p.p.m. (8).…”
Section: Resultsmentioning
confidence: 99%
“…they too analyze as 1 :1 adducts. There is indirect evidence in support of structure 2 in that the structures of closely related species formed by the action of trivalent phosphorous compounds on cr,P unsaturated ketones (8,9) have been recently established as being zwitterion~.~ Because of their direct relevance to the postulated mechanism of nucleophilic substitution reactions of alkenes, an attempt has been made in the present work to define absolutely the structure of these adducts, with a view to ultimately determining the kinetic parameters for their formation and decomposition and the dependence of both these parameters on substituents and on solvents.…”
Section: Introductionmentioning
confidence: 99%
“…Using SO 3 as an oxidant, the phosphane oxides Ph n Cl 2-n P(O)N(SO 2 Me) 2 (n = 0, 1, 2) could be produced from the corresponding aminophosphanes. For all the compounds, 31 P and 1 H NMR spectra are reported, Et 2 PN(SO 2 Me) 2 (3 b) displaying a remarkably large 1 H shift non-equivalence of the diastereotopic CH 2 protons (Dd = 0.62 ppm). Whereas single crystals suitable for X-ray diffraction could not be grown for any of the diaminophosphanes, low-temperature X-ray analyses were conducted for Cl 2 PN(SO 2 Me) 2 (1 a; monoclinic, space group P2 1 /c, Z = 8, two independent molecules), Me(Cl)PN(SO 2 Me) 2 (2 a; monoclinic, P2 1 /n, Z = 4) and 3 b (monoclinic, P2 1 /c, Z = 4).…”
Section: Polysulfonylamines CXXIII N-persulfonylated Aminophosphanementioning
confidence: 98%
“…Bei Vorversuchen mit 31 Die Verbindungen 6±8 sind farblose hydrolyseempfindliche Feststoffe, die scharf schmelzen (6 unter Zersetzung). Wie bei den Stammphosphanen bewirkt auch hier der Ersatz eines Chlorliganden am P-Atom durch N(SO 2 Me) 2 eine Hochfeldverschiebung der 31 P-Absorption (Tab.…”
Section: Oxidation Zu Aminophosphanoxiden [26]unclassified