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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 20, Number 4
BKCSDE 20(4)
April 20, 1999 

 
Title
Theoretical Study on the Regioselectivity of Tetrazolylimines with Alkyl Grignard Reagents
Author
Sung-eun Yoo, Young-Dae Gong, Soo-Kyung Kim
Keywords
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.
Page
441 - 444
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