Z/E Isomerism in Nα-Nα-disubstituted hydrazides and the amidoxy bond: application to the conformational analysis of pseudopeptides built of hydrazinoacids and α- …

P Le Grel, A Salaün, C Mocquet…

Index: Salauen, Arnaud; Favre, Annaick; Le Grel, Barbara; Potel, Michel; Le Grel, Philippe Journal of Organic Chemistry, 2006 , vol. 71, # 1 p. 150 - 158

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Citation Number: 18

Abstract

We have investigated the Z/E isomerism of the hydrazide link (CO-NH-N) and amidoxy link (CO-NH-O). The study was first focused on small molecular models using NMR and X-ray diffraction. It allowed determination of simple NMR criterions to differentiate easily the Z and E forms, which were then applied to investigate the behavior of these links inside the corresponding oligomers. Our results concerning the hydrazide link corroborate ...