Iminium Salts by Meerwein Alkylation of Ehrlich’s Aldehyde

Autor: Herwig Schottenberger, Gerhard Laus, Carmen Froschauer, Hedda K. Weber, Volker Kahlenberg
Jazyk: angličtina
Rok vydání: 2013
Předmět:
Zdroj: Crystals, Vol 3, Iss 1, Pp 248-256 (2013)
Crystals
Volume 3
Issue 1
Pages 248-256
ISSN: 2073-4352
Popis: 4-(Dimethylamino)benzaldehyde is alkylated at the N atom by dialkyl sulfates, MeI, or Me3O BF4. In contrast, ethylation by Et3O BF4 occurs selectively at the O atom yielding a quinoid iminium ion. 4-(Diethylamino)benzaldehyde is alkylated only at O by either Et or Me oxonium reagent. The iminium salts are prone to hydrolysis giving the corresponding hydrotetrafluoroborates. Five crystal structures were determined.
Databáze: OpenAIRE