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Novel access to N,N'-diaryl-trans-1,2-diaminocyclohexane ligands. A cheap and easy way to prepare ligand for asymmetric transfer hydrogenation

Authors :
El-Asaad, B.
Guicheret, B.
Métay, E.
Karame, I.
Lemaire, M.
Catalyse Synthèse et Environnement (CASYEN)
Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS)
Université Claude Bernard Lyon 1 (UCBL)
Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon)
Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-École Supérieure Chimie Physique Électronique de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL)
Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-École Supérieure Chimie Physique Électronique de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Laboratory of OrganoMetallic Catalysis and Coordination Chemistry
Université Paris Diderot - Paris 7 (UPD7)
Depierre, Frédérique
Source :
Journal of Molecular Catalysis A: Chemical, Journal of Molecular Catalysis A: Chemical, Elsevier, 2016, 411, pp.196-202
Publication Year :
2016
Publisher :
HAL CCSD, 2016.

Abstract

International audience; N,N′-diaryl-trans-1,2-diaminocyclohexane ligands were prepared from 1,2-diaminocyclohexane and cyclohexanone derivatives via a heterogeneous palladium catalysis. In one step an alkylation followed by an aromatisation is performed under air or in the presence of an hydrogen trap. The interest of the synthesized ligands were evaluated in the reduction of aromatic ketones. The alcohols were efficiently and selectively obtained with an iridium complex and a mixture of formic acid and sodium formate.

Details

Language :
English
ISSN :
13811169
Database :
OpenAIRE
Journal :
Journal of Molecular Catalysis A: Chemical, Journal of Molecular Catalysis A: Chemical, Elsevier, 2016, 411, pp.196-202
Accession number :
edsair.dedup.wf.001..f33aa983ba3d89b9a05b756693b6817e