Issue 47, 2022

Unexpected ring closures leading to 2-N,N-dialkylaminoareno[1,3]tellurazoles

Abstract

A novel synthetic method has been developed to prepare 2-N,N-areno[1,3]tellurazoles following a one step procedure from readily accessible precursors. Products were obtained in yields up to 78% by reacting bis(2-aminoaryl)ditellurides with dialkylformamides in the presence of phosphorous trichloride or phosphorous oxychloride. An analogous approach furnished 2-(N,N-dimethylamino)naphtho[1,2-d][1,3]tellurazole from 3-chloronaphtho[2,1-c]-1,2,5-oxatellurazole. This method was found to be specific to the synthesis of 2-dialkylaminotellurazoles and does not proceed with sulfur or selenium congeners. A characterization of two selected samples by X-ray crystallography found a supramolecular wire motif resulting from intermolecular Te⋯N interactions for one of them.

Graphical abstract: Unexpected ring closures leading to 2-N,N-dialkylaminoareno[1,3]tellurazoles

Supplementary files

Article information

Article type
Paper
Submitted
30 jun 2022
Accepted
17 okt 2022
First published
17 okt 2022

New J. Chem., 2022,46, 22533-22538

Unexpected ring closures leading to 2-N,N-dialkylaminoareno[1,3]tellurazoles

J. Pierre, Z. M. Hill, F. R. Fronczek and T. Junk, New J. Chem., 2022, 46, 22533 DOI: 10.1039/D2NJ03234A

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