Arylazide Cycloaddition to Methyl Propiolate: DFT??Based Quantitative Prediction of Regioselectivity
G Molteni, A Ponti
Index: Molteni, Giorgio; Ponti, Alessandro Chemistry - A European Journal, 2003 , vol. 9, # 12 p. 2770 - 2774
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Citation Number: 69
Abstract
Abstract Several 1 (4-substituted) phenyl-4-or 5methoxycarbonyl-1, 2, 3-triazoles have been synthesized by 1, 3-dipolar cycloaddition of the corresponding arylazides to methyl propiolate in carbon tetrachloride. The regioselectivity of these reactions cannot be rationalized on the basis of the electronic demands of the reactants or frontier molecular- orbital theory. Therefore, we applied to this problem a quantitative formulation of the HSAB ...
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