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KMID : 1059519880320050416
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Journal of the Korean Chemical Society
1988 Volume.32 No. 5 p.416 ~ p.421
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Nucleophilic Substitution Reactions of Benzyl Halides with Pyridines in MeOH-MeCN Mixtures
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Song Ho-Bong
Lee Ik-Choon
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Abstract
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Kinetic studies for the nucleophilic substitution reactions of benzyl halides(para-substituted benzyl bromides and benzyliodide) with substituted pyridines in MeOH-MeCN mixtures have been carried out in order to elucidate the reaction mechanism. Cross interaction coefficient, ρXY values suggested that the reactions between benzylhalides and substituted pyridines exhibit an dissocitive SN2 mechanism. Hammett (ρX, ρY), Brφnsted βN and solvatochromic correlation coefficient a, s, a/s values were illustrated. Kinetic results were compared between potential energy surface model and quantum mechanical model. The quantum mechanical approach showed to be consistent with kinetic results.
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