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The effect of manganous salts on the reaction of Schiff bases with Grignard reagents

Thies, Heinrich, 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.

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Item type:Article
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 > Alumni or Retired Professors > Prof. Schönenberger
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Keywords:Schiff bases (Grignard reactions of, Mn salt effect on) Grignard reaction (with Schiff bases, Mn salt effect on)
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:No
Item ID:18204
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