Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Theoretical Study on the Regioselectivity of Tetrazolylimines with Alkyl Grignard Reagents

  • Published : 1999.04.20
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Abstract

The alkyl Grignard addition reaction on 1-benzyltetrazolylimine proceeds to give N-alkylated products (azophilic addition) and, in contrast, the same reaction on 2-benzyltetrazolylimine produced predominantly C-alkylated products (carbophilic addition). In this report we described theoretical explanations for this experimental finding on the basis of the frontier molecular orbitals and the electrostatic nature of the reactants and the reaction intermediates.

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