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Imidazole-based Potential Bi- and Tridentate Nitrogen Ligands: Synthesis, Characterization and Application in Asymmetric Catalysis
Authors: Sívek Roman | Bureš Filip | Pytela Oldřich | Kulhánek Jiří
Year: 2008
Type of publication: článek v odborném periodiku
Name of source: Molecules
Publisher name: Molecular Diversity Preservation International
Place: Basel
Page from-to: 2326-2339
Titles:
Language Name Abstract Keywords
cze Bi- a tridentátní dusíkaté ligandy na bázi imdiazolu: Syntéza, charakterizace a applikace v asymmetrické katalýze Bylo syntetizováno dvanáct nových bi- resp. tridentátních ligandů na bázi imidazolu. Zatímco první série je tvořena amino sloučeninami, druhá série obsahuje vazbu amidickou a dva imidazolové kruhy. První série látek byla získána reduktivní aminací 2-fenylimidazol-4-karboxaldehydu s estery amino kyselin. Tridentátní ligandy byly připraveny z 2-fenylimidazol-4-karboxylové kyseliny a chirálních aminů. V Henryho reakci byly aminy více reaktivní než méně nukleofilní amidy, nicméně enantiomerní přebytky jsou obecně nízké. imidazol; amino kyselina; Henry reakce
eng Imidazole-based Potential Bi- and Tridentate Nitrogen Ligands: Synthesis, Characterization and Application in Asymmetric Catalysis Twelve new imidazole-based potential bi- and tridentate ligands were synthesized and characterized. Whereas in the first series the α-amino acid and imidazolemoieties were linked by an amino bond, in the second series the tridentate ligands, containing two imidazole groups, were separated by an amide bond. The first series was obtained by the reductive amination of 2-phenylimidazole-4-carboxaldehyde with α-amino acid esters. The tridentate ligands were prepared from 2-phenylimidazole-4-carboxylic acid and chiral amines. In the Henry reaction, the amines were revealed as a more reactive species than the less nucleophilic amides, however the enantiomeric excesses were generally poor. imidazole; amino acid; Henry reaction

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