ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions of Iminium Salts with Arylmagnesium HalidesThe tertiary amines 7-21 are formed from iminium salts 1-6 which are derived from pyrrolidine and aldehydes or cyclic ketones, by nucleophilic attack of arylmagnesium halides. Upon aryl-magnesium halide addition to N,N-dimethyl(diphenylmethylene)ammonium iodide (23) hydride transfer takes place to give N, N-dimethyl(diphenylmethyl)amine (22). Furthermore, deprotonation of a methyl group attacked on iminium nitrogen affords N,N,N′-trimethyl-1,1-diphenylethane-diamine (25).
Notes:
Arylmagnesiumhalogenide werden an Iminiumsalze 1-6, die von Pyrrolidin und Aldehyden oder cyclischen Ketonen abgeleitet sind, nucleophil unter Bildung der tertiären Amine 7-21 addiert. Die Umsetzung von N,N-Dimethyl(diphenylen)ammoniumjodid (23) und Arylmagnesium-halogeniden führt unter Hydridübertragung zu N,N-Dimethyl(diphenylmethyl)amin (22); daneben entsteht durch Deprotonierung einer Methylgruppe am Iminiumstickstoff N,N,N′-Trimethyl-1,1-diphenyläthandiamin (25).
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19751080902
