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Total assignment of the 1 H and 13 C NMR spectra of new 1‐phenyl‐ and 1‐cyano‐substituted 3,3‐dimethyl‐2‐thiatricyclo[3.2.1.1 6,8 ]nonane 2,2‐dioxide through the application of two‐dimensional NMR techniques
Author(s) -
Faure Robert,
Vacher Bernard,
Samat André,
Cha Michel
Publication year - 1987
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260250506
Subject(s) - chemistry , homonuclear molecule , heteronuclear molecule , nonane , intramolecular force , nmr spectra database , norbornene , stereochemistry , nuclear magnetic resonance spectroscopy , medicinal chemistry , spectral line , organic chemistry , molecule , physics , polymer , monomer , astronomy
Total assignment of 13 C and 1 H NMR spectra of the new compounds 1‐cyano‐ and 1‐phenyl‐substituted 3,3‐dimethyl‐2‐thiatricyclo[3.2.1.1 6,8 ]nonane 2,2‐dioxide was achieved using the concerted application of two‐dimensional homonuclear and heteronuclear chemical shift correlations. This unequivocal structure determination rules out the formation of a six‐membered ring during the intramolecular cyclization of the α‐sulphonyl‐C centred radical originating from 5‐ endo ‐isopropylsulphonyl‐5‐ exo ‐substituted norbornene.