Premium
NMR studies of bridged ring systems: XIX— 13 C 1 H spin coupling and 13 C chemical shift of the bridge methylene in benzonorbornene and benzonorbornadiene
Author(s) -
Tori Kazuo,
Tsushima Tadahiko,
Tanida Hiroshi,
Kushida Katsuhiko,
Satoh Shiroh
Publication year - 1974
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270060606
Subject(s) - norbornane , methylene , norbornene , methylene bridge , norbornadiene , ring (chemistry) , crystallography , chemistry , coupling constant , chemical shift , spin (aerodynamics) , proton , stereochemistry , nuclear magnetic resonance , physics , medicinal chemistry , nuclear physics , organic chemistry , quantum mechanics , catalysis , polymer , monomer , thermodynamics
Data on 13 C chemical shifts and 13 C 1 H spin coupling constants of norbornane ( 1 ), norbornene ( 2 ), norbornadiene ( 3 ), benzonorbornene ( 4 ) and benzonorbornadiene ( 6 ) are reported. The non‐equivalence in J ( 13 CH) values determined from the two bridge methylene proton signals in 2,2,3,3‐tetradeuteriobenzonorbornene ( 5 ) and 6 is briefly discussed. The extraordinary deshielding of the bridge methylene carbon in 6 has been noted.