Document Type

Article

Rights

This item is available under a Creative Commons License for non-commercial use only

Disciplines

Organic Chemistry, Inorganic and nuclear chemistry

Publication Details

Tetrahedron, Volume 62, Issue 39, 25 September 2006, Page 9294

Abstract

The reactions of 1,2-bis(tetrazol-5-yl)benzene (1), 1,3-bis(tetrazol-5-yl)benzene (2), 1,4-bis(tetrazol-5-yl)benzene (3), 1,2-(Bu3SnN4C)2C6H4 (4), 1,3-(Bu3SnN4C)2C6H4 (5) and 1,4-(Bu3SnN4C)2C6H4 (6) with 1,2-dibromoethane were carried out by two different methods in order to synthesise pendant alkyl halide derivatives of the parent bis-tetrazoles. This lead to the formation of several alkyl halide derivatives, substituted at either N1 and N2 on the tetrazole ring, as well as the surprising formation of several vinyl derivatives. The crystal structures of both 1,2-[(2-vinyl)tetrazol-5-yl)]benzene (1-N, 2-N’) (1b) and 1,3-bis[(2-bromoethyl)tetrazol-5-yl]benzene (2-N, 2-N’) (5d) are discussed.

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