Phenyl group as a probe in the 1H nuclear magnetic resonance study of the conformations of quaternary heteroaromatic carbapenem antibiotics. Identification of the site of quaternization in -SCH2- substituted nitrogen-containing heteroaromatic derivatives

1988 ◽  
Vol 66 (7) ◽  
pp. 1546-1551 ◽  
Author(s):  
Vanga S. Rao ◽  
Jean-Paul Daris ◽  
Marcel Menard

The phenyl group is shown as a useful probe in sensing the environment in the 1H nuclear magnetic resonance conformational study of a variety of quaternary heteroaromatic carbapenem derivatives. The influence of the -SCH2- substituent in determining the site of quaternization in nitrogen-containing heteroaromatic compounds is demonstrated through the acidity measurements of these methylene protons.

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