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New synthesis, x-ray structural determination, conformational analysis and anomeric effect study of 3,7-di (3-nitrophenyl)-1,5-dioxa-3,7-diazacyclooctane

✍ Scribed by A. Kakanejadifard; L. Mahmodi; A. Yari; A. Mohajeri

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 208 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430642

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✦ Synopsis

Abstract

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3,7‐Di(3‐nitrophenyl)‐1,5‐dioxa‐3,7‐diazacyclooctane was prepared from 3‐nitroaniline and formaldehyde in acetonitrile. Conformational behavior of ring inversion of the molecule was studied so it prefers a crown conformation. The evaluated ΔG^*^ was approximately 58.0 ± 1.0 kJ/mole. The X‐ray structure determination of the compound shows a crown conformation, in line with two‐anomeric effect in N‐C‐O moiety.

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