| Literature DB >> 12914461 |
Fahmi Himo1, Zachary P Demko, Louis Noodleman, K Barry Sharpless.
Abstract
The mechanism by which zinc(II) catalyzes the union of an azide ion with organic nitriles to form tetrazoles is investigated by means of density functional theory using the hybrid functional B3LYP. The calculations indicate that coordination of the nitrile to the zinc ion is the dominant factor affecting the catalysis; this coordination substantially lowers the barrier for nucleophilic attack by azide. Relative reaction rates of catalyzed and uncatalyzed tetrazole formation also provide experimental support for this conclusion.Entities:
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Year: 2003 PMID： 12914461 DOI： 10.1021/ja030204q
Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419