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Group IV organometal derivatives of pyridine. I—A 1 H and 13 C NMR investigation of trialkylmetal derivatives of pyridine
Author(s) -
Mitchell Terence N.
Publication year - 1975
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.1270071211
Subject(s) - pyridine , proton , chemical shift , chemistry , substituent , ring (chemistry) , proton nmr , coupling constant , metal , carbon 13 nmr , nmr spectra database , spectral line , tin , medicinal chemistry , crystallography , stereochemistry , organic chemistry , physics , nuclear physics , particle physics , astronomy
Abstract The proton and carbon‐13 NMR spectra of thirteen trialkylmetal derivatives of pyridine, several of which were previously unknown, have been recorded and analysed. The proton NMR spectra show variations in proton chemical shifts but not in proton‐proton coupling constants when the metal substituent is changed; the ring proton‐metal coupling constants n J (MH) in the tin and lead derivatives correspond closely with the corresponding proton‐proton couplings n J (HH) in pyridine. The carbon‐13 chemical shifts of the carbons bound to the metal can apparently be correlated with the electron‐donating ability of the trialkylmetal group. In the trimethylstannylpyridines the value of 1 J (SnC ring ) varies greatly with the position of the Me 3 Sn group.