Synthesis and Properties of Aza-ullazines

Sebastian Boldt; Silvio Parpart; Alexander Villinger; Peter Ehlers; Peter Langer

doi:10.1002/anie.201701347

Synthesis and Properties of Aza-ullazines

Angew Chem Int Ed Engl. 2017 Apr 10;56(16):4575-4578. doi: 10.1002/anie.201701347. Epub 2017 Mar 23.

Authors

Sebastian Boldt¹, Silvio Parpart¹, Alexander Villinger¹, Peter Ehlers^{1

2}, Peter Langer^{1

2}

Affiliations

¹ Institut für Chemie, Universität Rostock, Albert Einstein Str. 3a, 18059, Rostock, Germany.
² Leibniz Institut für Katalyse an der Universität Rostock e.V., Albert Einstein Str. 29a, 18059, Rostock, Germany.

PMID: 28332753
DOI: 10.1002/anie.201701347

Abstract

A range of aza-ullazines, which represent a new heterocyclic core structure, were synthesized through a scalable four-step reaction, including a Sonogashira reaction and metal-free cyclization promoted by p-toluenesulfonic acid. The optical and electrochemical properties of selected derivatives were investigated, they were found to have similar absorption and emission spectra but a higher oxidation potential than the parent ullazine core.

Keywords: cyclization; fluorescence; heterocycles; palladium; pyridine.

Publication types

Research Support, Non-U.S. Gov't