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Title
| - Quantitative Characterization of the Local Electrophilicity of Organic Molecules.Understanding the Regioselectivity on Diels−Alder Reactions
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Abstract
| - Regional electrophilicity at the active sites of the reagents involved in polar Diels−Alder processes may bedescribed on a quantitative basis using an extension of the global electrophilicity index recently introducedby Parr et al. (J. Am. Chem. Soc. 1999, 121, 1922). The local or regional electrophilicity provides usefulclues about the expected regioselectivity of the products on Diels−Alder reactions showing significant polarcharacter. The local (regional) electrophilicity index shows significant advantages over other unnormalizeddefinitions of relative electrophilicity proposed in the literature in the sense that it clearly identifies the relevantelectrophilic sites in a molecule without restricting the search to those sites having comparable values ofregional electrophilic/nucleophilic softness.
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