Manifestation of stereoelectronic effects on the calculated carbon-nucleophile bond lengths in nucleophilic addition to sterically unbiased ketones |
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| Authors: | Delphine Moraleda |
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| Institution: | Laboratoire de Synthèse Organique, UMR 6180 CNRS-Université Paul Cézanne, Faculté des Sciences de St-Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France |
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| Abstract: | Calculations at the B3LYP/6-311G(d,p) level of the structures of diastereoisomeric pairs of alcohols 1E-12E and 1Z-12Z, resulting from either reduction or methylation of sterically unbiased ketones show that the newly formed C-Nu bond lengths of the major isomers are larger than those of the minor isomers. |
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