Nicotinamide coenzyme models, I. synthesis and molecular structure of four 
isomeric bis(methoxycarbonyl)[2.2](2,5)pyridinophanes

Staab, Heinz A.; Hasselbach, Hans-Joachim; Krieger, Claus

doi:10.1002/jlac.198619860414

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Nicotinamide coenzyme models, I. synthesis and molecular structure of four isomeric bis(methoxycarbonyl)[2.2](2,5)pyridinophanes

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Staab, Heinz A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Hasselbach, Hans-Joachim
Max Planck Institute for Medical Research, Max Planck Society;

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Krieger, Claus
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Staab, H. A., Hasselbach, H.-J., & Krieger, C. (1986). Nicotinamide coenzyme models, I. synthesis and molecular structure of four isomeric bis(methoxycarbonyl)[2.2](2,5)pyridinophanes. Liebigs Annalen der Chemie, 1986(4), 751-764. doi:10.1002/jlac.198619860414.

Cite as: https://hdl.handle.net/21.11116/0000-0006-973C-D

Abstract

As nicotinamide coenzyme models the [2.2](2,5)pyridinophanes 3 –6 were prepared which consist of two interacting nicotinic ester units in the four different orientations possible. 3 –6 were obtained by photolytic sulfur extrusion from the corresponding dithia‐[3.3](2,5)pyridinophanes 18 –21 the syntheses of which are described. — The molecular structures for all four isomers 3 –6 were determined by X‐ray analysis. The sterical interactions and some spectroscopic properties of these compounds are discussed on the basis of the structure determinations.