Rotameric properties of novel N-acyl and N-acyloxy dimeric 4-phenyl-1,4-dihydropyridines derived from developed solid-state synthesis

Hilgeroth A, Baumeister U, Heinemann FW (1999)

Publication Status: Published

Publication Type: Journal article

Publication year: 1999

Journal

Heterocycles Elsevier

Publisher: PERGAMON-ELSEVIER SCIENCE LTD

Book Volume: 51

Pages Range: 2367-2376

Journal Issue: 10

Abstract

Novel N-acyl and N-acyloxy dimeric 4-phenyl-1,4-dihydropyridines are given by solid-state photodimerization of their monomeric educts in excellent yields. The existence of rotamers was demonstrated by H-1 NMR spectroscopical measurement at certain temperatures and additionally supported by X-Ray crystal structure analysis of centrosymmetrical cage-dimeric N-acetyl-3,5-dimethoxycarbonyl-4-phenyl-1,4-dihydropyridine (3b). Topochemical investigations by X-Ray crystal structure analysis prove the formation of anti-dimeric N-Boc-3,5-dimethoxycarbonyl-4-phenyl-1,4-dihydropyridine (4e) to be controlled by the nearest distance of potentially reacting double bonds with 3.667(3) Angstrom.

Authors with CRIS profile

Frank Wilhelm Heinemann Lehrstuhl für Anorganische und Allgemeine Chemie

Involved external institutions

Martin-Luther-Universität Halle-Wittenberg (MLU) DE Germany (DE)

How to cite

APA:

Hilgeroth, A., Baumeister, U., & Heinemann, F.W. (1999). Rotameric properties of novel N-acyl and N-acyloxy dimeric 4-phenyl-1,4-dihydropyridines derived from developed solid-state synthesis. Heterocycles, 51(10), 2367-2376.

MLA:

Hilgeroth, Andreas, U. Baumeister, and Frank Wilhelm Heinemann. "Rotameric properties of novel N-acyl and N-acyloxy dimeric 4-phenyl-1,4-dihydropyridines derived from developed solid-state synthesis." Heterocycles 51.10 (1999): 2367-2376.

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