Issue 2, 1995

Theoretical calculations on pyrazole derivatives. Part 2. Effect of cationic C-substituents (NH3+ and N2+) on the basicity and tautomerism of pyrazoles

Abstract

Semiempirical and ab initio calculations have been performed on pyrazoles with 3- or 5-cationic substituents, e.g. NH3+ and N2+, with the aim of discovering if these substituents were able to shift the tautomeric equilibrium towards one of the tautomers. The ammonium substituent is not amenable to the experiment since 3(5)-aminopyrazoles protonate on the pyrazole ring; however, pyrazole-3(5)-diazonium is stable and has been studied. The conclusion is that these equilibria are strongly shifted towards the 3-substituted tautomer. The azide substituent behaves normally in the sense that both tautomers are of similar stability.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1995, 379-383

Theoretical calculations on pyrazole derivatives. Part 2. Effect of cationic C-substituents (NH3+ and N2+) on the basicity and tautomerism of pyrazoles

A. E. Hammadi, M. E. Mouhtadi, R. Notario, A. Werner and J. Elguero, J. Chem. Soc., Perkin Trans. 2, 1995, 379 DOI: 10.1039/P29950000379

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