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15 N NMR study of tetrazoles
Author(s) -
Naumenko Valenti.,
Koren Andrei O.,
Gaponik Pavel N.
Publication year - 1992
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.1260300618
Subject(s) - chemistry , protonation , mndo , chemical shift , computational chemistry , carbon 13 nmr , molecular orbital , fluorine 19 nmr , stereochemistry , nuclear magnetic resonance spectroscopy , molecule , organic chemistry , ion
Abstract A natural abundance 15 N NMR study was carried out on a series of 1‐ and 2‐mono‐ and 1,5‐ and 2,5‐disubstituted tetrazoles in different media. An erroneous assignment given in the literature for 2,5‐disubstituted tetrazoles was corrected using MNDO molecular orbital calculations and the analysis of changes in the 15 N chemical shifts on protonation. Earlier assignments for 1‐ and 2‐mono‐ and 1,5‐disubstituted tetrazoles were confirmed by the same means and by the use of 15 N,H couplings. Direct proof that N‐4 is the protonation site is presented, to our knowledge for the first time.