A proposal for a modification of the Cahn, Ingold and Prelog classification of chirality

Abstract In spite of its wide usage the Cahn, Ingold and Prelog (CIP) classification of chirality has some deficiencies. In particular, there is no uniform generally accepted system of designation of chirality sense and some descriptors used can be interpreted in contradictory ways, as it happens in the cyclophanes case. Therefore, a modification of the classification is proposed here with the purpose to remove the deficiencies of the CIP classification changing as little as possible in existing practice. The importance of so called conformational chirality underestimated both in the classification and in chemical practice is stressed.

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