39190-67-5Relevant articles and documents
Enantiomerically pure quaternary ammonium salts with a chiral alkyl chain N(CH3)(n-C3H7)2(sec-C4H9)I: Synthesis and physical studies
Gheorghe, Ruxandra,Chamoreau, Lise-Marie,Kapitan, Josef,Ovanesyan, Nikola S.,Aldoshin, Sergei M.,Hecht, Lutz,Barron, Laurence D.,Train, Cyrille,Gruselle, Michel
, p. 1085 - 1091 (2008)
A pair of enantiomerically pure quaternary ammonium salts with a chiral side chain, methyl-(R)-(1-methylpropyl)di(n-propyl)ammonium iodide 1 and methyl-(S)-(1-methylpropyl)di(n-propyl)ammonium iodide 2, and the related racemate, methyl-(rac)-(1-methylpropyl)di(n-propyl)ammonium iodide 3, were synthesized through a reductive alkylation procedure, starting from enantiomerically pure and, also, racemic forms of (rac)-(1-methylpropyl)amine. A spectroscopic chiroptical signature in solution was provided by the Raman optical activity spectra of compounds 1 and 2. The crystallographic structures of 1, 2, and 3 were examined by single crystal X-ray diffraction. 1 crystallizes in the tetragonal space group P43212 (no. 96), a = b = 12.826 (2) ?, c = 17.730 (2) ?, V = 2916.9 (5) ?3, Z = 8, Flack coefficient 0.04 (2). 2 crystallizes in the tetragonal space group P41212 (no. 92), a = b = 12.842 (1) ?, c = 17.749 (2) ?, V = 2927.0 (5) ?3, Z = 8, Flack coefficient 0.05 (2). The crystal structures and space groups for 1 and 2 are enantiomorphs and the crystallographic investigation confirmed the absolute configuration of the stereocenter in both compounds. 3 crystallizes in the monoclinic space group P21/n(no. 14), a = 8.178 (1) ?, b = 14.309 (2) ?, c = 12.328 (2) ?, β = 96.811 (6)°, V = 1432.4 (2) ?3, Z = 4. Chirality 20:1085-1091, 2008.
ELECTROCHEMICAL REDUCTIVE AMINATION. II. AMINATION OF ALIPHATIC ALDEHYDES WITH PRIMARY AMINES
Smirnov, Yu. D.,Pavlichenko, V. F.,Tomilov, A. P.
, p. 374 - 380 (2007/10/02)
The formation of a secondary amine by the electrolysis of an aqueous solution containing an aldehyde and a primary amine was studied.The formation of the secondary amines passes through the intermediate stage of an aldimine.The highest yield of secondary amine is attained at a molar ratio of primary amine to aldehyde of 1.2:1.As electrode material lead, cadmium, zinc, and copper may be used.As supporting electrolyte a phosphate buffer with a pH close to the pKa of the primary amine is recommended.By the method developed 32 amines with various structures were synthesized.