Journal
TETRAHEDRON
Volume 65, Issue 38, Pages 7942-7947Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.07.063
Keywords
Tetrazole; Macrocycles; Host-guest; Synthesis; X-ray crystal structure; NMR
Categories
Funding
- Postgraduate R&D Skills programme [CRS/01/TA02]
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The syntheses of tetra-tetrazole macrocycles, containing two 1,3-bis(tetrazole)benzene units linked by a variety of n-alkyl (n=3, 5, 7 or 9 carbon atoms) chain lengths, are described. The crystal structures of two 1,3-bis(tetrazole)benzenes containing pendant bromoalkyl chains (n=3 or 5) are reported. A tetra-tetrazole macrocycle has also been structurally characterised and contains an unexpected 'host-guest' interaction through binding of a chloroform solvent molecule. The resulting deviation of the macrocycle from planarity results from a combination of the 'host-guest' interaction and strong intermolecular interactions between adjacent tetrazole and phenylene rings. (C) 2009 Elsevier Ltd. All rights reserved.
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