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The 1 H and 13 C nmr spectra of the “onium” salts of dithiacyclophanes
Author(s) -
Ricci Alfredo,
Danieli Roberto,
Boicelli Andrea,
Ridd John H.
Publication year - 1977
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570140219
Subject(s) - chemistry , ring (chemistry) , nmr spectra database , chemical shift , spectral line , onium , reactivity (psychology) , carbon 13 nmr , crystallography , medicinal chemistry , stereochemistry , ion , organic chemistry , physics , alternative medicine , medicine , pathology , astronomy
The 1 H and 13 C nmr spectra of three cyclic sulphonium salts ol dithiacyclophanes have been recorded and compared with those of the open‐chain analogue. The 1 H spectra indicate that methylation of the dithiacyclophanes gives a mixture of eonformational isorners with slightly different chemical shifts for the benzylic protons. The 13 C spectra indicate that the smaller rings adopt an unsymmetrical conformation with respect to the aromatic ring but that in the larger ring studied, the aromatic carbon atoms are magnetically equivalent. The relevance of these results to the reactivity of the aromatic ring is discussed.