A generalized, circular dichroism rule for nitrogen heterocycles attached to alditol residues

Document Type

Article

Publication Date

1-1-1977

Abstract

For alditol-1-yl derivatives of nitrogen heterocycles having C-1 of the alditol-1-yl group in the R configuration and having this group lying "below" the base, the sign of the Cotton effect will be negative if, for the most stable conformer, the bond to C-1 and the dipole-moment vector of the base point in the same direction, and positive if they they point in opposite directions. If the alditol-1-yl bond is essentially aligned with the dipole-moment vector of the nitrogen heterocycle, the sign of the Cotton effect is independent of the conformation. Consequently, if the dipole-moment vector of the nitrogen heterocycle and the alditol-1-yl group point in the same direction, the sign of the Cotton effect will be negative; it will be positive if the two oppose each other. © 1977.

Publication Title

Carbohydrate Research

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