- Reaction of ortho-Phenylenedioxytrihalophosphoranes with Epichlorohydrin
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Dynamic 31P NMR spectroscopy was applied to investigate the reactions of o-phenylenedioxytrihalophosphoranes and bis(o-phenylenedioxy)halophosphoranes with epichlorohydrin as a function of the reagent ratio. α-Opening of the epoxide ring predominantly occurs. With excess epichlorohydrin the reaction with o-phenylenedioxytrichlorophosphorane results in formation of pentaalkoxyphosphorane, while in the reaction with o-phenylenedioxytechintribromophosphorane a mixture of phosphate and pentaalkoxyphosphorane is formed.
- Mironov,Konovalova,Khanipova
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- INSERTION REACTIONS IN THE P-Hal BOND IN PHOSPHORANES. SYNTHESIS OF 1(1-HALOALKOXYL)PHOSPHORANES
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Functionally substituted (1-haloalkoxy)phosphoranes were synthesized by the reactions of cyclic, bicyclic, and acyclic mono-, di-, and tri-halophosphoranes with chloral and bromal.
- Moronov, V. F.,Sinyashina, T. N.,Ofitserov, E. N.,Karataeva, F. Kh.,Chernov, P. P.,et al.
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p. 527 - 544
(2007/10/02)
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- REACTION OF 2-TERT-BUTOXY-4,5-BENZO-1,3,2-DIOXAPHOSPHOLANE WITH TRIBROMOACETALDEHYDE
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The reaction of 2-tert-butoxy-4,5-benzo-1,3,2-dioxaphospholane with tribromoacetaldehyde proceeds by initial halophilic attack on the bromine atom, leading to a product with retention of the P-Br bond (pyrocatechol bromophosphate) and an anion exchange product (pyrocatechol dibromovinylphosphate), and by initial attack at the carbon atom of the C=O group, which is accompanied by the elimination of isobutylene to form an α-hydroxyphosphonate.
- Sinyashina, T. N.,Mironov, V. F.,Ofitserov, E. N.,Konovalova, I. V.,Pudovik, A. N.
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p. 1755 - 1757
(2007/10/02)
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- Arbuzov Reaction of Alkyl and Silyl Phosphites with Halogens involving Four- and Five-co-ordinate Intermediates
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Low temperature 31P n.m.r. spectroscopy and chemical data have been applied to elucidate the mechanism of the Arbuzov-type reaction between phosphites and halogens.Simple and substituted trialkyl, alkyl 1,2-phenylene, and trisilyl phosphites have been allowed to react with chlorine, bromine, and iodine.In some cases intermediate halogenophosphonium salt (2) and in others halogenophosphoranes (3) are observed which then decompose into the corresponding pure highly reactive phosphorohalidates (4).It was possible to prepare stable phosphonium salts from halogenophosphonium salts (2) and halogenophosphoranes (3).
- Michalski, Jan,Pakulski, Marek,Skowronska, Aleksandra
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p. 833 - 836
(2007/10/02)
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