4810-09-7Relevant articles and documents
SYNTHESIS AND CONVERSIONS OF METALLOCYCLES. 8. REGIOSELECTIVE β-HYDROXYVINYLATION OF α-OLEFINS WITH THE PARTICIPATION OF METALLCOMPLEX CATALYSTS
Dzhemilev, U. M.,Ibragimov, A. G.,Zolotarev, A. P.,Muslukhov, R. R.
, p. 297 - 299 (1992)
A new method is proposed for the synthesis of 2-vinylalkanes by the reactions of aluminocyclopentanes with allyl halides or ethers in presence of catalytic amounts of nickel or cobalt complexes. Keywords: synthesis, olefins, nickel complexes, cobalt complexes, catalysts, allyl compounds, phosphines, organoaluminum compounds, reduction, elimination.
Reactivity of mixed organozinc and mixed organocopper reagents: 14. Phosphine-nickel catalyzed aryl-allyl coupling of (n-butyl)(aryl)zincs. Ligand and substrate control on the group selectivity and regioselectivity
Kalkan, Melike,Erdik, Ender
, p. 28 - 36 (2016/06/09)
The group selectivity and regioselectivity in the allylation of mixed (n-butyl)(aryl)zinc reagents in THF depends on the nickel catalyst type and also on nature of the allylic substrate. Allylation of (n-butyl)(phenyl)zinc reagent with alkyl substituted primary allylic chlorides and acetates in the presence of NiCl2(dppf) catalysis affords the phenyl coupling product with γ-selectivity. However, allylation with aryl substituted primary allylic substrates results in both phenyl- and alkyl-coupling products with medium α-selectivity in the presence of NiCl2(dppf) catalysis whereas phenyl coupling product is formed with α-selectivity in the presence of NiCl2(Ph3P)2 catalysis. This new NiCl2(dppf) catalyzed protocol for γ-selective aryl allylation of (n-butyl)(aryl)zinc reagents with alkyl substituted primary allylic chlorides in THF at room temperature provides an atom economic alternative to allylation of (aryl)2Zn reagents. A mechanism for the dependence of group selectivity and regioselectivity of Ni catalyzed allylation of (n-butyl)(aryl)zinc reagents on the catalyst ligand and the substrate was proposed.
An insight into copper catalyzed allylation of alkyl zinc halides. Comparison of reactivity profiles for catalytic and stoichiometric alkylzinc-copper reagents
Erdik, Ender,Ko?o?lu, Melike
experimental part, p. 1890 - 1897 (2009/09/26)
The γ-selective allylation of catalytic and stoichiometric alkylzinc-cuprates have been kinetically studied. The reactivity profiles generated by allylation reactions of n-butylzinc chloride catalyzed by CuX compounds (X = I, Br, Cl, CN, SCN) and also cat
'One-pot' synthesis of 1,1-disubstituted cyclopropanes in the presence of metal complex catalysts
Dzhemilev, Usein M.,Ibragimov, Askhat G.,Khafizova, Leyla O.,Ramazanov, Ilfir R.,Yalalova, Dina F.,Tolstikov, Genrikh A.
, p. 76 - 81 (2007/10/03)
A 'one-pot' catalytic method for the synthesis of 1,1-disubstituted cyclopropanes starting from olefins, acetylenes and AlEt3 in the presence of Cp2ZrCl2, via a step involving in situ formation of aluminacyclopentanes and aluminacyclopentenes, respectively, was developed. Five-membered organoaluminium compounds obtained without preliminary isolation are transformed to cyclopropanes under the effect of Ni(acac)2 in combination with allylhalogenides in the case of aluminacyclopentanes and alkylsulphates in experiments with aluminacyclopentenes.