Issue 20, 2005

From uncharged to decacationic molecules: syntheses and spectroscopic properties of heteroarenium-substituted pyridines

Abstract

Nucleophilic substitutions on pentachloropyridine with 4-(dimethylamino)pyridine, 4-aminopyridine, and 4-(pyrrolidin-1-yl)pyridine give mono-, tri- and pentacationic pyridine-hetarenium salts. The mono-, tri- and pentacationic 4-aminopyridine derivatives can be deprotonated to neutral compounds in solution, or protonated to di-, hexa- and decacationic pyridine derivatives, respectively. Successive substitutions with different heteroaromatic nucleophiles give pyridines with two distinct types of heteroarenium substituents.

Graphical abstract: From uncharged to decacationic molecules: syntheses and spectroscopic properties of heteroarenium-substituted pyridines

Supplementary files

Article information

Article type
Paper
Submitted
26 Jul 2005
Accepted
22 Aug 2005
First published
14 Sep 2005

Org. Biomol. Chem., 2005,3, 3788-3793

From uncharged to decacationic molecules: syntheses and spectroscopic properties of heteroarenium-substituted pyridines

A. Schmidt, T. Mordhorst and M. Nieger, Org. Biomol. Chem., 2005, 3, 3788 DOI: 10.1039/B510627C

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.

Social activity

Spotlight

Advertisements