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[2.2]γ‐Pyronopyridinophane: Synthese und Untersuchungen zur konformativen Beweglichkeit
Author(s) -
Flitsch Wilhelm,
Niedenbrück Matthias
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199119910109
Subject(s) - chemistry , sulfone , ether , nuclear magnetic resonance spectroscopy , halogenation , polymer chemistry , stereochemistry , organic chemistry
[2.2](2,6)γ‐Pyronopyridinophanes: Synthesis and Investigation of the Conformational Flexibility The [2.2](2,6)γ‐pyronopyridinophane 1 has been obtained via the bis(thio ether) 3 by oxidation with m‐chloroperbenzoic acid and subsequent pyrolysis. Bromination of the bis(sulfone) 6 and Ramberg‐Bäklund reaction gave the olefinic sulfone 9 which was transformed into the [2.2](2,6)γ‐pyronopyridinophan‐1‐ene 2 by heating. The ring inversion of the heterophanes 1 and 2 was studied using dynamic NMR spectroscopy.