Opportunities offered by chiral éta6-arene/N-arylsulfonyl-diamine-Ru(II) catalysts in the asymmetric transfer hydrogenation of ketones and imines

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F11%3A43891934" target="_blank" >RIV/60461373:22310/11:43891934 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.3390/molecules16075460" target="_blank" >http://dx.doi.org/10.3390/molecules16075460</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/molecules16075460" target="_blank" >10.3390/molecules16075460</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Opportunities offered by chiral éta6-arene/N-arylsulfonyl-diamine-Ru(II) catalysts in the asymmetric transfer hydrogenation of ketones and imines

Popis výsledku v původním jazyce

A review. Methods for the asym. transfer hydrogenation (ATH) of ketones and imines were intensively studied and developed. Of foremost interest is the use of Noyori's [RuCl(éta6-arene)(N-TsDPEN)] complexes in the presence of a hydrogen donor (i-PrOH, formic acid). These complexes found numerous practical applications and were extensively modified. The resulting derivs. were heterogenized, used in ATH in water or ionic liqs. and even some attempts were made to approach the properties of biocatalysts. Therefore, an appropriate modification of the catalyst that suits the specific requirements for the reaction conditions is very often readily available. The mechanism of the reaction was also explored to a great extent. Model substrates, acetophenone (a ketone) and 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline (an imine), are both reduced by this Ru catalytic system with almost perfect selectivity. However, in each case the major product is a different enantiomer (S - for an alc., R - for

Název v anglickém jazyce

Opportunities offered by chiral éta6-arene/N-arylsulfonyl-diamine-Ru(II) catalysts in the asymmetric transfer hydrogenation of ketones and imines

Popis výsledku anglicky

A review. Methods for the asym. transfer hydrogenation (ATH) of ketones and imines were intensively studied and developed. Of foremost interest is the use of Noyori's [RuCl(éta6-arene)(N-TsDPEN)] complexes in the presence of a hydrogen donor (i-PrOH, formic acid). These complexes found numerous practical applications and were extensively modified. The resulting derivs. were heterogenized, used in ATH in water or ionic liqs. and even some attempts were made to approach the properties of biocatalysts. Therefore, an appropriate modification of the catalyst that suits the specific requirements for the reaction conditions is very often readily available. The mechanism of the reaction was also explored to a great extent. Model substrates, acetophenone (a ketone) and 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline (an imine), are both reduced by this Ru catalytic system with almost perfect selectivity. However, in each case the major product is a different enantiomer (S - for an alc., R - for

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GA104%2F09%2F1497" target="_blank" >GA104/09/1497: Studium moderních aspektů asymetrické hydrogenace iminů</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2011

Kód důvěrnosti údajů

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

Název periodika

Molecules

ISSN

1420-3049

e-ISSN

—

Svazek periodika

16

Číslo periodika v rámci svazku

7

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

35

Strana od-do

5460-5495

Kód UT WoS článku

000293073900011

EID výsledku v databázi Scopus

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