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Popov, A. F.; Lobanova, O. V.; Savëlova, V. A.; Sadovskii, Yu. S.; Solomoichenko, T. N.; Piskunova, Zh. P.

doi:10.1023/a:1022510117532

Cited by 3 publications

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“…5 With no catalyst added, the arylate ion fails to pass into the organic phase (trichloromethane, sym-tetrachloroethane, o-dichlorobenzene) and phenolysis of water-insoluble trimer escapes detection. Introduction of quaternary ammonium salt into the twophase system gives rise to tetraalkylammonium arylate in the organic medium, whereas the solubility of the substrate in the borate buffer remains unchanged.…”

Section: Resultsmentioning

confidence: 99%

Interphase catalysis and stereoselectivity in reactions of phenolysis of cyclic phosphazenes

Afon’kin¹,

Shumeyko²,

M.L.Kostrykin³

et al. 2005

Arkivoc

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Kinetics of PTC phenolysis of cyclophosphazenes has been measured in liquid-liquid and liquidsolid two-phase systems. The PTC reactions can be described in terms of a single mechanism without resorting to subdivision into extraction and phase-transfer constituents. The ratelimiting stage and topology is determined by the ratio of rate constants responsible for transfer of the reactant between the phases and the rate of chemical interaction. In other words, the topology of phase-transfer reaction and its rate-limiting stage is influenced by the same factors. This provides a possibility of purposeful changing the reaction zone and, hence, stereoselectivity by variation in lipophilicity-nucleophilicity ratio of the reactants.

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Section: Resultsmentioning

confidence: 99%

Interphase catalysis and stereoselectivity in reactions of phenolysis of cyclic phosphazenes

Afon’kin¹,

Shumeyko²,

M.L.Kostrykin³

et al. 2005

Arkivoc

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“…Finally, the DMF solvent can react with acid chlorides to generate [RCOOCH = NMe 2 ] + Cl À , a Vilsmeyer-Haacktype adduct that is reactive toward nucleophiles, alcohols included. [16] In contrast, the well-defined pre-isolated C 2 F 5 Cu I complexes 2-5 in an inert solvent are devoid of these problems. Therefore, we explored the possibility of using them as pentafluoroethylating agents for acid chlorides.…”

Section: Methodsmentioning

confidence: 99%

Well‐Defined CuC₂F₅ Complexes and Pentafluoroethylation of Acid Chlorides

et al. 2015

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Well‐Defined CuC₂F₅ Complexes and Pentafluoroethylation of Acid Chlorides

et al. 2015

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Four new well-defined Cu(I) complexes bearing a C2 F5 ligand have been prepared and fully characterized: [(Ph3 P)2 CuC2 F5 ] (2), [(bpy)CuC2 F5 ] (3), [(Ph3 P)Cu(phen)C2 F5 ] (4), and [(IPr*)CuC2 F5 ] (5). X-ray structures of all four have been determined, showing that the C2 F5 -ligated Cu atom can be di- (5), tri- (2 and 3), and tetracoordinate (4). The mixed phen-PPh3 complex 4 is a highly efficient fluoroalkylating agent for a broad variety of acid chlorides. This high-yielding transformation represents the first general method for the synthesis of RCOC2 F5 from the corresponding RCOCl.

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Cited by 3 publications

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Interphase catalysis and stereoselectivity in reactions of phenolysis of cyclic phosphazenes

Interphase catalysis and stereoselectivity in reactions of phenolysis of cyclic phosphazenes

Well‐Defined CuC₂F₅ Complexes and Pentafluoroethylation of Acid Chlorides

Well‐Defined CuC₂F₅ Complexes and Pentafluoroethylation of Acid Chlorides

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Cited by 3 publications

References 1 publication

Interphase catalysis and stereoselectivity in reactions of phenolysis of cyclic phosphazenes

Interphase catalysis and stereoselectivity in reactions of phenolysis of cyclic phosphazenes

Well‐Defined CuC2F5 Complexes and Pentafluoroethylation of Acid Chlorides

Well‐Defined CuC2F5 Complexes and Pentafluoroethylation of Acid Chlorides

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Well‐Defined CuC₂F₅ Complexes and Pentafluoroethylation of Acid Chlorides

Well‐Defined CuC₂F₅ Complexes and Pentafluoroethylation of Acid Chlorides