![Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days]({"type":"image" , "src" : "/sda/110819/TOC-Subject-Sample-2021-Physical-Sciences.jpg"})
Abstract
N,N-dialkylarylamines and N,N-dialkylbenzylamines are lithiated with n-butyllithium (n-BuLi) under the assistance of tetramethylethylenediamine (TMEDA) in the ortho-position. According the Eqs. (1) and (4) triarylphosphines (30–50%) are obtained.
1-(N,N-dimethylamino)-naphthalene and N,N-dimethyl-1-(1-naphthyl)-ethylamine 18 are lithiated in the 8-position.
In N,N-dimethyl-1-(2-naphthyl)-ethylamine 19 the 1- and 3-position is lithiated in nearly equal amount. Experiments to introduce lithium twice into the model compounds 28–30 are without success.
N,N-Dialkylarylamine und substituierte N,N-Dialkylbenzylamine werden mit n-Butyl-lithium (n-BuLi) unter Mitwirkung von Tetramethylethylendiamin (TMEDA) in ortho-Stellung lithiiert und durch Umsetzung nach (1) bzw. (4) in Triarylphosphine (30–50%) überführt.
1-N,N-Dimethylamino)-naphthalin und N,N-Dimethyl-1(1-naphthyl-ethylamin 18 werden in 8-Stel-lung lithiiert.
In N,N-Dimethyl-1-(2-naphthyl)-ethylamin 19 tritt Lithium zu etwa gleichen Teilen in 1- und 3-Stel-lung ein. Versuche zur Zweifachlithiierung an den Modellen 28–30 verliefen erfolglos.