Academic Journals Database
Disseminating quality controlled scientific knowledge

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

Author(s): Petr Jansa | Vladimír Macháček | Petr Nachtigall | Vladimír Wsól | Markéta Svobodová

Journal: Molecules
ISSN 1420-3049

Volume: 12;
Issue: 5;
Start page: 1064;
Date: 2007;
Original page

Keywords: (S)-1 | 2 | 3 | 4-Tetrahydroisoquinoline-3-carboxylic acid | chiral Tic acid derivatives | enantioselective catalysis | 2 | 6-bis[((3S)-3-(methoxycarbonyl)-1 | 2 | 3 | 4-tetra- hydroisoquinolin-2-yl)carbonyl]pyridine

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.
Affiliate Program     

Tango Jona
Tangokurs Rapperswil-Jona