133167-32-5Relevant articles and documents
Regioselective synthesis of benzonitriles via amino-catalyzed [3+3] benzannulation reaction
Jiang, Lin,Jin, Wen-Fei,Yu, Liu-Dong,Yuan, Ming-Wei,Li, Hong-Li,Jiang, Deng-Bang,Yuan, Ming-Long
, p. 592 - 597 (2020)
A straightforward synthesis of benzonitriles is achieved via amino-catalyzed [3+3] benzannulation of α,β-unsaturated aldehydes and 4-arylsulfonyl-2-butenenitriles. Using pyrrolidine as an organocatalyst via iminium activation, a series of substituted benz
Reactivity of sodium arenesulfinates in the substitution reaction to γ-functionalized allyl bromides
Khamis, Galina,Stoeva, Stoyanka,Aleksiev, Dimitar
, p. 461 - 467 (2011/08/06)
The kinetics of nucleophilic bimolecular substitution reactions of γ-functionalized allyl bromides with non-substituted and p-substituted sodium arenesulfinates has been studied. Both the structure of allyl bromides and nucleophilicity of arenesulfinate ions exerted a significant effect on the values of the kinetic parameters such as the second-order rate constants k, activation energy EA, and changes in the entropy ΔS≠, enthalpy ΔH≠, and free energy ΔG≠ of the formation of the activated complex from reactants. Based on the evaluation of kinetic parameters, the reactants could be arranged, according to their decreasing reactivity in the SN2-reactions as follows: p-toluenesulfinate ion > benzenesulfinate ion> p-chlorobenzenesulfinate ion and 4-bromo-2- butenenitrile> 1,3-dibromopropene, respectively. Comparison was also made between the kinetic data obtained and some delocalization reactivity indexes for both the substrates and nucleophiles. The enthalpy-entropy compensation effect was observed for the reactions of sodium arenesulfinates with γ-functionalized allyl bromides. Copyright