88884-94-0Relevant articles and documents
Nucleophilic vinyl substitution: IV. Effect of lithium cation on reactions of β-halo-α,β-difluorostyrenes with dicarbonyl(cyclopentadienyl)iron and 9-methylfluorenide anions
Sazonov,Shtern,Artamkina,Beletskaya
, p. 1435 - 1441 (2007/10/03)
Study of the effects of solvent (THF and ether), HMPA, [2.1.1]cryptand, LiCl, and LiBPh4 on reactions of CpFe(CO)2Li and lithium 9-methylfluorenide with α,β,β-trifluorostyrene and (Z)-β-chloro-α,β-difluorostyrene has shown that the reaction rate increases with increasing fraction of solvent-separated ion pairs and free ions. Formation of ion pairs with large complex cations, e.g., lithium [2.1.1]cryptate, can considerably reduce the reactivity of nucleophile.
REACTIVITY OF CARBANIONS. XVII. KINETICS OF THE REACTION OF ALKALI-METAL SALTS OF CH ACIDS WITH α,β,β-TRIFLUOROSTYRENE
Solov'yanov, A. A.,Shtern, M. M.,Beletskaya, I. P.,Reutov, O. A.
, p. 1945 - 1951 (2007/10/02)
In the reactions of alkali-metal salts of triphenylmethane, diphenyl(2-pyridyl)methane, diphenylacetonitrile, ethyl diphenylacetate, 1-methyl-3-phenylidene, 1,3-diphenylindene, 9-tert-butylfluorene, 9-methylfluorene, 9-benzylfluorene, 9-phenylfluorene, 9-methoxycarbonylfluorene, and fluoradene with α,β,β-trifluorostyrene in dimethoxyethane the products from nucleophilic vinyl monosubstitution at the β-carbon atom are formed with quantitative yields.The rate constants of the reactions of the free carbanions and ion pairs were determined for the controlling stage, i.e., the addition of the nucleophiles at the double bond.A good linear correlation was obtained between the rate constants for the reactions of the free carbanions and ion pairs in nucleophilic substitution and nucleophilic addition.
