1,3-Dipolare cycloadditionen von 6,7-dialkoxy-3,4-dihydroisochinolinium-Salzen |
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| Authors: | Zoltán Bende László Töke Lutz Weber Gábor Tóth Frank Janke Gábor Csonka |
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| Affiliation: | Lehrstuhl für Technologie der Organischen Chemie, Technische Universität, H-1521 Budapest Hungary;NMR-Laboratorium des Lehrstuhls für Analytische Chemie, Technische Universität, H-1521 Budapest Hungary;Lehrstuhl für Anorganische Chemie, Technische Universität, H-1521 Budapest Hungary |
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| Abstract: | 1,3-Dipolar cycloaddition of 6,7-dialkoxy-3,4-dihydroisoquinolinium salts to dipolarophiles of azomethin- and alkene type have been investigated. The regioselectivity of the reactions rationalized on the basis of the perturbation theory, using CNDO/2 and CNDO/S approximations. Good agreement between the calculated and experimental results was achieved only when a distance of 3 Å in the transition state between the molecules was chosen. The exo/endo ratio of the cycloadducts has also been rationalized. |
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