Bis(methoxycarbonyl)[2.2](2,5)pyridinophanes as nicotinamide coenzyme models

Staab, Heinz A.; Hasselbach, Hans-Joachim

doi:10.1016/S0040-4039(00)98276-5

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Bis(methoxycarbonyl)[2.2](2,5)pyridinophanes as nicotinamide coenzyme models

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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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https://www.sciencedirect.com/science/article/pii/S0040403900982765/pdf?md5=adfeac4d82b366b66c907e49a7ab571c&pid=1-s2.0-S0040403900982765-main.pdf
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Citation

Staab, H. A., & Hasselbach, H.-J. (1985). Bis(methoxycarbonyl)[2.2](2,5)pyridinophanes as nicotinamide coenzyme models. Tetrahedron Letters, 26(48), 5979-5982. doi:10.1016/S0040-4039(00)98276-5.

Cite as: https://hdl.handle.net/21.11116/0000-0005-7190-8

Abstract

[2.2](2,5)Pyridinophanes 1 – 4 consisting of two nicotinic ester units in the four different orientations possible were synthesized. Diquaternization to the corresponding pyridiniophanes 9 – 12 and partial reduction of 9 and 12 yielded the semi-reduced species 14 and 15; these isomers, due to their different mutual orientation of pyridinium and 1,4-dihydropyridine units, are of interest with regard to intramolecular redox reactions.