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Royal Society of Chemistry, Chemical Communications, 94(50), p. 14892-14895

DOI: 10.1039/c4cc06978a

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Separation of planar rotamers through intramolecular hydrogen bonding in polysubstituted 5-nitrosopyrimidines

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

While purifying new polysubstituted 5-nitrosopyrimidines, the unique separation of pairs of rotamers as chemical species, stabilized by a single intramolecular hydrogen bond and differing only in nitroso group orientation, was achieved. This interesting stereochemical phenomenon is compared to the well-known atropisomerism.