http://www.cnr.it/ontology/cnr/individuo/prodotto/ID289105
Phosphinocyclodextrins as confining units for catalytic metal centres. applications to carbon-carbon bond forming reactions (Articolo in rivista)
- Type
- Label
- Phosphinocyclodextrins as confining units for catalytic metal centres. applications to carbon-carbon bond forming reactions (Articolo in rivista) (literal)
- Anno
- 2014-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.3762/bjoc.10.249 (literal)
- Alternative label
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Jouffroy, Matthieu; Gramage-Doria Rafael; Semeril David; Armspach Dominique; Matt Dominique; Oberhauser Werner; Toupet Loic (literal)
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- http://www.scopus.com/inward/record.url?eid=2-s2.0-84910092768&partnerID=q2rCbXpz (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
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- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Laboratoire de Chimie Inorganique Moléculaire et Catalyse, Institut de Chimie UMR 7177 CNRS, Université de Strasbourg, 1 rue Blaise Pascal, Strasbourg Cedex, 67008, France; Istituto di Chimica dei Composti OrganoMetallici CNR, via Madonna del Piano, 10, Sesto Fiorentino, Firenze, 50019, Italy; Groupe Matière Condensée et Matériaux, UMR 6626, CNRS, 1, 263, avenue du Général Leclerc, Rennes Cedex, 35042, France (literal)
- Titolo
- Phosphinocyclodextrins as confining units for catalytic metal centres. applications to carbon-carbon bond forming reactions (literal)
- Abstract
- The capacity of two cavity-shaped ligands, HUGPHOS-1 and HUGPHOS-2, to generate exclusively singly phosphorus-ligated complexes, in which the cyclodextrin cavity tightly wraps around the metal centre, was explored with a number of late transition metal cations. Both cyclodextrin-derived ligands were assessed in palladium-catalysed Mizoroki-Heck coupling reactions between aryl bromides and styrene on one hand, and the rhodium-catalysed asymmetric hydroformylation of styrene on the other hand. The inability of both chiral ligands to form standard bis(phosphine) complexes under catalytic conditions was established by high-pressure NMR studies and shown to have a deep impact on the two carbon-carbon bond forming reactions both in terms of activity and selectivity. For example, when used as ligands in the rhodium-catalysed hydroformylation of styrene, they lead to both high isoselectivity and high enantioselectivity. In the study dealing with the Mizoroki-Heck reactions, comparative tests were carried out with WIDEPHOS, a diphosphine analogue of HUGPHOS-2. (literal)
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