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
Cyclization of methyl-substituted 6-heptenyl radicals
Bailey, William F.,Longstaff, Sarah C.
, p. 2217 - 2219 (2007/10/03)
(Matrix presented) The behavior of a series of methyl-substituted 6-heptenyl radicals, generated from the corresponding iodides ((Me3Si)3SiH, AIBN in benzene at 80°C), has been investigated. The stereoselectivity of the 6-exo cyclizations, affording dimethylcyclohexanes, is low, and sizable quantities of methylcycloheptane, generated via 7-endo cyclization, are also produced.