Henry΄s reaction: New copper(II) complexes based on mono- and bis(imidazolyl)pyridines

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F05%3A00003214" target="_blank" >RIV/00216275:25310/05:00003214 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

čeština

Original language name

Henryho reakce: Nové měďnaté komplexy na bázi mono- a bis(imidazolyl)pyridinů

Original language description

In recent years, it intensively increases development of synthesis and characterisation of new chiral ligands and their transition metal complexes. These complexes are especially used as a homogeneous catalysts in asymmetric synthesis. We have prepared new ligands based on mono- and bis(imidazolonyl)pyridines, from optically pure 2-amino-2,3-dimethylbutanamides and ethyloxycarbonyl pyridine 2-carboxylic acid or pyridine-2,6-dicarboxylic acid dichloride, followed by subsequent ring closure reaction giving imidazolone cylce. The last step was N-alkylation of imidazolones by different alkylation agents. Ligands prepared in this way were characterised using 1H and 13C NMR spectroscopy. Finally were prepared complexes of ligands with cobalt(II) and copper(II) acetate. These metal complexes were used as enantioselective catalysts for Henry's reaction. The monoimidazolonylpyridines ligands gives nitroaldol products with yield 49 - 93% and maximal optical yield 15,6%, however bis(imidazolonyl)

Czech name

Henryho reakce: Nové měďnaté komplexy na bázi mono- a bis(imidazolyl)pyridinů

Czech description

In recent years, it intensively increases development of synthesis and characterisation of new chiral ligands and their transition metal complexes. These complexes are especially used as a homogeneous catalysts in asymmetric synthesis. We have prepared new ligands based on mono- and bis(imidazolonyl)pyridines, from optically pure 2-amino-2,3-dimethylbutanamides and ethyloxycarbonyl pyridine 2-carboxylic acid or pyridine-2,6-dicarboxylic acid dichloride, followed by subsequent ring closure reaction giving imidazolone cylce. The last step was N-alkylation of imidazolones by different alkylation agents. Ligands prepared in this way were characterised using 1H and 13C NMR spectroscopy. Finally were prepared complexes of ligands with cobalt(II) and copper(II) acetate. These metal complexes were used as enantioselective catalysts for Henry's reaction. The monoimidazolonylpyridines ligands gives nitroaldol products with yield 49 - 93% and maximal optical yield 15,6%, however bis(imidazolonyl)

Type

D - Article in proceedings

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

<a href="/en/project/GA203%2F04%2F0646" target="_blank" >GA203/04/0646: New ligands and complexes of mono- and bis(amidazolyl)pyridines: Synthesis, characterisation, properties</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2005

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Article name in the collection

ChemZi

ISBN

1336-7242

ISSN

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e-ISSN

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Number of pages

2

Pages from-to

214-215

Publisher name

Slovenská chemická spoločnosť

Place of publication

Bratislava (Slovenská republika)

Event location

Tatranské Matliare (Slovenská republika)

Event date

Sep 4, 2005

Type of event by nationality

CST - Celostátní akce

UT code for WoS article

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