alexa Understanding the mechanism of polar Diels-Alder reactions.
Chemistry

Chemistry

Organic Chemistry: Current Research

Author(s): Domingo LR, Sez JA

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Abstract A good correlation between the activation energy and the polar character of Diels-Alder reactions measured as the charge transfer at the transition state structure has been found. This electronic parameter controls the reaction rate to an even greater extent than other recognized structural features. The proposed polar mechanism, which is characterized by the electrophilic/nucleophilic interactions at the transition state structure, can be easily predicted by analyzing the electrophilicity/nucleophilicity indices defined within the conceptual density functional theory. Due to the significance of the polarity of the reaction, Diels-Alder reactions should be classified as non-polar (N), polar (P), and ionic (I). This article was published in Org Biomol Chem and referenced in Organic Chemistry: Current Research

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