Open chain nitrogen compounds. Part XI. 3, 7-Bis (arylazo)-1, 3, 5, 7-tetraazabicyclo [3, 3, 1] nonanes: the reaction of diazonium ions with ammonia-formaldehyde …

…, K Vaughan, DL Hooper

Index: Singer, Robert D.; Vaughan, Keith; Hooper, Donald L. Canadian Journal of Chemistry, 1986 , vol. 64, p. 1567 - 1572

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Citation Number: 20

Abstract

Reaction of a series of diazonium salts with either hexamine or an aqueous mixture of ammonia-formaldehyde affords 3, 7-bis (arylazo)-1, 3, 5, 7-tetraazabicyclo [3, 3, 1] nonanes; several new examples of this novel class of bicycloheterocycle have been prepared and characterized. Analysis of the low-temperature nmr spectra of one compound in this series shows that the bicyclic system prefers the chair-chair conformation. The bis (arylazo) ...