Freezing the Butterfly Motion of Carbamazepine Derivatives

Abstract

Atropisomeric properties were found in carbamazepine derivatives. The atropisomers of N-acyl and N-thiocarbamoyl derivatives of carbamazepine were isolated, with high stereochemical stability. It has been elucidated that the rotation about the N–C1′ axis around the outer amide N–(C=O) does not coordinate with the rotation of the butterfly-like motion.

Key words

amides - atropisomerism - chirality - heterocycles - acylation

• References

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