Dipole-stabilized carbanions in series of cyclic aldonitrones: Part 4. 13C, 14N and 7Li NMR spectra of dipole-stabilized organolithiums derived from a cyclic aldonitrone

✍ Scribed by Maxim A. Voinov; Georgy E. Salnikov; Alexander M. Genaev; Victor I. Mamatyuk; Makhmut M. Shakirov; Igor A. Grigor'ev

• Book ID: 102527968
• Publisher: John Wiley and Sons
• Year: 2001
• Tongue: English
• Weight: 89 KB
• Volume: 39
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.906

✦ Synopsis

Abstract

^13^C, ^14^N and ^7^Li NMR spectra of a lithiation product of the cyclic aldonitrone 1,2,2,5,5‐pentamethyl‐3‐imidazoline 3‐oxide were obtained. The ^13^C NMR spectrum of the lithiated particle exhibits the resonances of the C‐4 and C‐5 atoms (δ213 ppm and 73 ppm, respectively) shifted to high frequency relative to the signals of the corresponding nuclei of the starting nitrone (δC‐4 132 ppm and δC‐5 60 ppm). The ^14^N NMR spectrum of the particle shows the resonance of the N‐3 atom (−115 ppm) at lower frequency in comparison with −74 ppm for the starting nitrone. The calculated chemical shift changes are in good agreement with those observed experimentally. The electronic structure of the lithiated particle is discussed. Copyright © 2001 John Wiley & Sons, Ltd.