Enantiomer stability of atropisomeric 1,5-disubstituted 1,2,3-triazoles

Fernanda Meloni, William Brittain, Louise Male, Cécile Le Duff, Benjamin Buckley, Andrew Leach, John Fossey

Research output: Working paper/PreprintPreprint


The synthesis and characterisation of axially chiral atropisomeric 1,5-disubstituted 1,2,3-triazoles is reported. Molecules designed to display restricted rotation about 1,2,3-triazole N-1-aryl or 1,2,3-triazole C-5-aryl bonds were investigated by physical and computational techniques. The barrier to 1,2,3-triazole N-1-aryl rotation was found to be higher than that for 1,2,3-triazole C-5-aryl rotation, confirming axial chirality stemming from restricted rotation about an N-1-aryl bond in a 1,5-disubstituted 1,2,3-triazole to be the most suitable for the development of an axial chirality triazole-based platform.
Original languageEnglish
Publication statusPublished - 25 Oct 2021


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