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      Cyclodextrin-based PNN supramolecular assemblies: a new class of pincer-type ligands for aqueous organometallic catalysis

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          Abstract

          Pt-catalysts stabilized in water by self-assembled PNN supramolecular cyclodextrin-based ligands proved to be effective in a Paal–Knorr pyrrole reaction.

          Abstract

          Water-soluble cyclodextrins (CDs) bearing two nitrogen atoms as metal coordinating sites have been synthesized. An appropriate phosphane could be included within their cavity through the primary face to form self-assembled PNN supramolecular edifices. Once the PNN ligands were coordinated to platinum, the resulting complexes proved to be very effective as catalysts in a domino reaction, where a Pt-catalyzed reduction of nitrobenzene was followed by a Paal–Knorr pyrrole reaction. In the nitrobenzene reduction, the modified CDs acted both as first- and second-sphere ligands. Contrary to an acyclic glucopyranose-based NN ligand unable to interact with a phosphane ligand, the CD-based PNN ligands stabilized the catalytic species in water by supramolecular means. Interestingly, the product and the water-soluble Pt-catalyst could be recovered in two different phases once the reaction was complete.

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          Hydrogen bonding as a construction element for bidentate donor ligands in homogeneous catalysis: regioselective hydroformylation of terminal alkenes.

          A new concept for the construction of bidentate ligands for homogeneous metal complex catalysis is described. The concept relies on the self-assembly of monodentate ligands through hydrogen bonding. As a prototype of such systems, 6-diphenylphosphanyl-2-pyridone (6-DPPon) was shown to form a chelate in the coordination sphere of a transition metal center through unusual pyridone/hydroxypyridine hydrogen bonding (X-ray). This hydrogen bonding stays intact in a catalytic reaction as proven upon highly regioselective hydroformylation of terminal alkenes. Regioselectivities and reactivities observed rank the 6-DPPon/rhodium system among the most active and regioselective catalysts for n-selective hydroformylation of terminal alkenes.
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            A Convenient Oxime-Carbapalladacycle-Catalyzed Suzuki Cross-Coupling of Aryl Chlorides in Water

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              Cooperative Aliphatic PNP Amido Pincer Ligands - Versatile Building Blocks for Coordination Chemistry and Catalysis

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                Author and article information

                Journal
                ICHBD9
                Dalton Transactions
                Dalton Trans.
                Royal Society of Chemistry (RSC)
                1477-9226
                1477-9234
                2015
                2015
                : 44
                : 30
                : 13504-13512
                Affiliations
                [1 ]Université d'Artois
                [2 ]Unité de Catalyse et de Chimie du Solide – UCCS
                [3 ]CNRS UMR 8181
                [4 ]Faculté des Sciences Jean Perrin
                [5 ]62307 Lens Cedex
                [6 ]Université du Littoral
                [7 ]UCEIV – ULCO
                [8 ]59140 Dunkerque
                [9 ]France
                Article
                10.1039/C5DT01825K
                © 2015
                Product
                Self URI (article page): http://xlink.rsc.org/?DOI=C5DT01825K

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