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Theoretical Study of Solvent Effects on 1,3-Dipolar cycloaddition Reaction | ||
| Iraqi National Journal Of Chemistry | ||
| Article 1, Volume 0, Issue 54, 2014, Pages 217-230 | ||
| Authors | ||
| Sami A. Ali; Walid Y. Yousif; Abdulkhalik S. Alkazzaz | ||
| Abstract | ||
| Abstract The correlation between solvents parameters and rate constant (k) of 1,3-dipolar cycloaddition of benzonitrile oxide and N-ethylmaleimideorcyclopentene(k collected from literature) in different hydroxylic and non hydroxylic solvents were studied. Single parameter correlations were found to be poor(R2< 0.9) except for ϭ* and α; R2=0.903,0.914respectively.Avery good multiparameters correlation was found for the reaction of N-ethylmaleimide(logk=-0.145 +0.719+0.0336 ET(30)+0.844α; R2=0.995.sig:=0.091,F=65.131. While excellentdual parametric correlation was shown when the dipolarophile was cyclopentene (logk=-0.0721,-0.895α-0.0148B ;)R2=0.999, sig: =0.035, F=412.438. Which strongly indicates that protic solvents(HBD solvents) facilitate reactions with HBA dipolarophiles. These results may be useful as priori predictions for these reactions. | ||
| Keywords | ||
| Dipolar Cycloaddition; Solvent effects; SPSS Regression analysis; Solvent parameters | ||
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