Issue 22, 1998
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

1-Aza-2-azoniaallene salts: reactions with azomethines and other N-nucleophiles

Yaseen A. Al-Soud,   Prativa Bade Shrestha-Dawadi,   Martin Winkler,   Wolfgang Wirschun  and  Johannes C. Jochims  

Abstract

Azomethines undergo nucleophilic addition to 1-aza-2-azoniaallene salts 7 to furnish N-(azoalkyl)iminium salts (e.g. 10, 12, 13). With cyclic hydrazones such as pyrazole or indazole, heterocumulenes 7 afford bicyclic 1,2,4,5-tetrazinium salts (e.g. 14, 16), or simple N-adducts such as 15, 17. On the other hand, with open-chain hydrazones azinium salts 19 are formed. Benzotriazole and the aziridine 21 react with 1-aza-2-azoniaallene salts 7 to afford (azoalkyl)ammonium salts 20, 22. The heterocumulenes 7 undergo cycloaddition across the C[double bond, length half m-dash]N double bond of the azirine 23 to furnish azirenotriazolium salts 25, while with the 1-aza-2-azoniaallene salt 3a the triazolium salt 28 was formed. The constitutions of compounds 22, 25a and 28 were confirmed by X-ray structural analyses.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/A804116D
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 3759-3766

Permissions

Request permissions

1-Aza-2-azoniaallene salts: reactions with azomethines and other N-nucleophiles

Y. A. Al-Soud, P. Bade Shrestha-Dawadi, M. Winkler, W. Wirschun and J. C. Jochims, J. Chem. Soc., Perkin Trans. 1, 1998, 3759 DOI: 10.1039/A804116D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements