Thies, Heinrich and Schönenberger, Helmut and Borah, K. (1959) The effect of manganous salts on the reaction of Schiff bases with Grignard reagents. Naturwissenschaften 46, p. 378.
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Benzylidenebutylamine (I), PhCH: NBu, with filtered iso-PrMgI (II), made from high purity Mg, gave 17.7% alpha -phenyl-alpha -butylamino-beta -methylpropane (III) and 2.8% PhCH2NBu (IV). In the presence of 5 mole-% anhyd. MnCl2, the dimer N,N'-dibutyl-alpha ,alpha '-diphenylethylenediamine (V) was formed, 11% racemic mixt. and 11.8% meso form. III and IV were formed in 5.2% and 3.4% yield, resp. When II was prepd. from ordinary Mg ribbon, V was also formed.
|Additional information (public):||CAN 53:121657 10E Organic Chemistry: Benzene Derivatives 107917-24-8; 108885-28-5; 109045-22-9 (Derived from data in the 6th Collective Formula Index (1957-1961); 4169-62-4 (Ethylenediamine, N,N'-dibutyl-1,2-diphenyl-) (isomers); 1137-52-6P (Benzylamine, N-butyl-alpha -isopropyl-); 2403-22-7P (Benzylamine, N-butyl-); 105904-56-1P (p-Cresol, alpha -(p-bromo-N-nitrosoanilino)-); 106474-95-7P (p-Cresol, alpha -(p-chloro-N-nitrosoanilino)-) Role: PREP (Preparation) (prepn. of); 7439-96-5 (Manganese) (salts, effect on Grignard reaction with Schiff bases)|
|Institutions:||Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger|
|Keywords:||Schiff bases (Grignard reactions of, Mn salt effect on) Grignard reaction (with Schiff bases, Mn salt effect on)|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||No|
|Deposited On:||19 Nov 2010 06:32|
|Last Modified:||19 Nov 2010 06:32|