Cycloaddition de derives organiques insatures du silicium,du germanium et de l'etain |
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Authors: | C. Minot A. Laporterie J. Dubac |
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Affiliation: | Laboratoire de Chimie Théorique, Université Paris-Sud, 91405-Orsay, France;Laboratoire des Organométalliques, Université Paul-Sabatier, 118, route de Narbonne, 31400-Toulouse, France |
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Abstract: | The effect of atom M and of its substituents Σ upon dienophilic activity of Σ3MCHCH2 and Σ3MCCH (MC, Si, Ge, Sn) is interpreted in terms of a perturbation scheme involving the lowest unoccupied orbital of the dienophile and the highest occupied orbital of the diene. This scheme also explains the stereochemistry of Diels-Alder reactions and the regioselectivity of the ene reaction with organometallic compounds. |
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