Coordination Compounds Based on 1,2,3,4-Tetrahydro- isoquinoline-3-carboxylic Acid †

Molecules

Petr Jansa³  Vladimír Macháპk³  Petr Nachtigall²  Vladimír Wsól¹ 

[1] Department of Biochemical Sciences, Faculty of Pharmacy, Charles University, Heyrovského 1203, 50005 Hradec Králové, Czech Republic;Present address: Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 16610 Praha 6, Czech Republic; E-mail:;Department of Organic Chemistry, Faculty of Chemical Technology, University of Pardubice, Nám. Čs. legií 565, 53210 Pardubice, Czech Republic

关键词: (S)-1;    2;    3;    4-Tetrahydroisoquinoline-3-carboxylic acid;    chiral Tic acid derivatives;    enantioselective catalysis;   

DOI  :  10.3390/12051064

来源: mdpi

【 摘 要 】

Syntheses of 2,6-bis[((3S)-3-(methoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-2-yl)carbonyl]pyridine and its coordination compounds with Cu²⁺, Co²⁺, Co³⁺, or Fe³⁺ are described. By means of ¹H- and ¹³C-NMR spectra it was proved that 2,6-bis[((3S)-3-(methoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-2-yl)carbonyl]pyridine as well as its coordination compound with Co³⁺ exist in the form of a mixture of three conformers, differing in the conformations at the two amide groups present. The prepared coordination compounds were tested in the enantioselective catalysis of the nitroaldol addition of nitromethane with 2-nitrobenzaldehyde or 4-nitrobenzaldehyde, and in the Michael addition of ethyl 2-oxocyclohexanecarboxylate to but-3-en-2-one.

【 授权许可】

Unknown   
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