[2]Paracyclo[2](2,5)pyridinophan

Authors

  • J. Bruhin Institut für organische Chemie der Universität Bern und Ciba-Geigy ag, Basel, Forschungslaboratorien der Division Farbstoffe
  • W. Jenny Institut für organische Chemie der Universität Bern und Ciba-Geigy ag, Basel, Forschungslaboratorien der Division Farbstoffe

DOI:

https://doi.org/10.2533/chimia.1972.420

Abstract

The synthesis of [2]paracyclo [2](2,5)pyridinophane by a “cross-breeding” Hofmann-1,6-elimination reaction from a mixture of 4-methyl-benzyl-trimethylammonium hydroxide and 5-methyl-picolinyl(2)-trimethylammonium hydroxide is described. The 1H-NMR spectrum of [2]paracyclo [2](2,5)-pyridinophane shows for the benzene ring remarkable pseudo-geminal and pseudo-ortho downfield shifts caused by transannular influence of the pyridine N-atom. 

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Published

1972-08-31

Issue

Vol. 26 No. 8 (1972): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1972 J. Bruhin

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
J. Bruhin, W. Jenny, Chimia 1972, 26, 420, DOI: 10.2533/chimia.1972.420.