The lack of reactivity of N-(a-ethoxycarbonylaIkyl)-2,4,6-tri-substituted pyridinium salts toward nucleophilic displacement of the N-substituent is ascribed to stereoelectronic effects. Although such esters undergo ready base hydrolysis to give the corresponding acids, they are highly resistant to attack by other nucleophiles at the C=O function ; this behaviour is rationalised.
Untersucht wird das Verhalten des N‐Substituenten der aus den Pyryliumsalzen (I) und den Aminoesterhydrochloriden (II) entstandenen Pyridiniumsalze (III) gegenüber Nucleophilen.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.