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

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 sho...

Full description

Saved in:
Bibliographic Details
Main Authors: J. Bruhin, W. Jenny
Format: Article
Language:deu
Published: Swiss Chemical Society 1972-08-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9026
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850170437995069440
author J. Bruhin
W. Jenny
author_facet J. Bruhin
W. Jenny
author_sort J. Bruhin
collection DOAJ
description 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. 
format Article
id doaj-art-34dfb66169774e48aadfa7de5923aa08
institution OA Journals
issn 0009-4293
2673-2424
language deu
publishDate 1972-08-01
publisher Swiss Chemical Society
record_format Article
series CHIMIA
spelling doaj-art-34dfb66169774e48aadfa7de5923aa082025-08-20T02:20:29ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241972-08-0126810.2533/chimia.1972.420[2]Paracyclo[2](2,5)pyridinophanJ. Bruhin0W. Jenny1Institut für organische Chemie der Universität Bern und Ciba-Geigy ag, Basel, Forschungslaboratorien der Division FarbstoffeInstitut für organische Chemie der Universität Bern und Ciba-Geigy ag, Basel, Forschungslaboratorien der Division Farbstoffe 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.  https://www.chimia.ch/chimia/article/view/9026
spellingShingle J. Bruhin
W. Jenny
[2]Paracyclo[2](2,5)pyridinophan
CHIMIA
title [2]Paracyclo[2](2,5)pyridinophan
title_full [2]Paracyclo[2](2,5)pyridinophan
title_fullStr [2]Paracyclo[2](2,5)pyridinophan
title_full_unstemmed [2]Paracyclo[2](2,5)pyridinophan
title_short [2]Paracyclo[2](2,5)pyridinophan
title_sort 2 paracyclo 2 2 5 pyridinophan
url https://www.chimia.ch/chimia/article/view/9026
work_keys_str_mv AT jbruhin 2paracyclo225pyridinophan
AT wjenny 2paracyclo225pyridinophan