Premium
Complete assignment of the 1 H and 13 C NMR spectra of 4‐methoxy‐3′‐methylsulfinyl‐3,4′‐diquinolinyl sulfides
Author(s) -
Maślankiewicz Maria J.,
Maślankiewicz Andrzej
Publication year - 1996
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.5570330669
Subject(s) - chemistry , sulfoxide , nitro , nmr spectra database , spectral line , carbon 13 nmr , proton nmr , group (periodic table) , stereochemistry , nuclear magnetic resonance spectroscopy , medicinal chemistry , organic chemistry , alkyl , physics , astronomy
The 1 H and 13 C nmr spectra of 4‐methoxy‐3′‐methylsulfinyl‐3,4′‐diquinolinyl sulfides 2, 3 and 4 were totally assigned using a combination of nmr techniques. As compared to the spectral data of sulfoxide 2 typical values of nitro group substituents effects in nitroquinolines 3 and 4 were observed. The H‐2′ protons in sulfoxides 2, 3 and 4 are strongly influenced by ortho methylsulfinyl group and deshielded by about 0.7 ppm. PM3 method calculations support the structural conclusion that sulfinyl group oxygen points in direction of the positions 2′.