Premium
A contradistinction in the magnetic ( 13 C NMR spectroscopy) and chemical behaviour of 4‐Oxo‐4,5,6,7‐tetrahydroindole derivatives
Author(s) -
Ramadas S. R.,
Padmanabhan S.
Publication year - 1978
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.1270110910
Subject(s) - chemical shift , chemistry , conjugated system , aryl , nuclear magnetic resonance spectroscopy , carbon 13 nmr , carbon fibers , reactivity (psychology) , spectroscopy , medicinal chemistry , organic chemistry , materials science , physics , medicine , alkyl , alternative medicine , pathology , composite number , composite material , polymer , quantum mechanics
Carbon‐13 NMR data are reported for a series of 1,2‐diaryl‐4‐oxo‐4,5,6,7‐tetrahydroindoles, 6‐methyl‐2‐phenyl‐4‐oxo‐4,5,6,7‐tetrahydrobenzofuran and 1‐,6‐dithiaindan‐4‐one. The chemical shifts δ 193–196, δ 195.5 and δ 184 are identified for the carbonyl carbon (C‐4) in the tetrahydroindoles, tetrahydrobenzofuran and dithiaindan derivatives, respectively. These shifts are located in the same region as that reported for the corresponding carbonyl carbon in aryl conjugated ketones. An excellent correlation between the chemical shift for the carbonyl carbon and the chemical reactivity of the ketonic function is noticed in the case of the latter two series of ketones while such a correlation is typically absent in the case of the 4‐ketotetrahydroindole derivatives.