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- W1991724275 abstract "A Hückel molecular-orbital treatment of isoquinoline, analogous to previously published treatments of quinoline and of some five-membered ring heterocycles, is presented. It is shown that the apparently anomalous orientations observed in some electrophilic substitution reactions can be explained in terms of the molecular-orbital results. A new mechanism, similar to that previously proposed for some electrophilic substitutions in quinoline, is proposed to account for the orientation of bromination and mercuration of isoquinoline. The high reactivity of the 1- and 3-positions of isoquinoline towards nucleophilis is also predicted by the theoretical results. Radical attack is briefly considered also. The values of parameters found appropriate in a previous study of quinoline are confirmed by the present work. Bounds for an additional parameter relating to the energy of a localized π-electron adjacent to a heteroatom are indicated by the present analysis." @default.
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- W1991724275 date "1960-01-01" @default.
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- W1991724275 title "A theoretical study of the chemistry of isoquinoline" @default.
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- W1991724275 doi "https://doi.org/10.1016/s0040-4020(01)93326-5" @default.
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