Cyclodextrin and phosphorus(<scp>iii</scp>): a versatile combination for coordination chemistry and catalysis

Jouffroy, Matthieu; Armspach, Dominique; Matt, Dominique

doi:10.1039/c5dt00667h

Cited by 28 publications

(11 citation statements)

References 145 publications

(257 reference statements)

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“…can use these cavity-shaped ligands for their complexation and catalytic properties. For more information on these CDs, which are capable of acting both as first and second coordination sphere ligands towards various transition metals, we advise the reader to refer to the reviews of Hapiot and Armspach and coworkers [70][71][72][73].…”

Section: Organometallic Systemsmentioning

confidence: 99%

Supramolecular Chemistry and Self-Organization: A Veritable Playground for Catalysis

2019

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The directed assembly of molecular building blocks into discrete supermolecules or extended supramolecular networks through noncovalent intermolecular interactions is an ongoing challenge in chemistry. This challenge may be overcome by establishing a hierarchy of intermolecular interactions that, in turn, may facilitate the edification of supramolecular assemblies. As noncovalent interactions can be used to accelerate the reaction rates and/or to increase their selectivity, the development of efficient and practical catalytic systems, using supramolecular chemistry, has been achieved during the last few decades. However, between discrete and extended supramolecular assemblies, the newly developed “colloidal tectonics” concept allows us to link the molecular and macroscopic scales through the structured engineering of colloidal structures that can be applied to the design of predictable, versatile, and switchable catalytic systems. The main cutting-edge strategies involving supramolecular chemistry and self-organization in catalysis will be discussed and compared in this review.

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Section: Organometallic Systemsmentioning

confidence: 99%

Supramolecular Chemistry and Self-Organization: A Veritable Playground for Catalysis

2019

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“…In the last two decades, cavity‐shaped molecules, especially calixarenes, resorcinarenes (also called cavitand when rigidified) and cyclodextrins (CD), have attracted increasing attention due to their successful applications in transition metal catalysis and particularly in styrene hydroformylation (Figure ). Although the recent development of sophisticated ligands able to sterically or supramolecularly control the first and the second coordination sphere of the catalytic center, the following pages will show how the latter macrocyclic molecules can act as pre‐organization platforms able to strongly modify the steric environment around the metal center in the aim to influence the catalytic outcome leading predominantly to branched, eventually optically active or linear aldehydes.…”

Section: Introductionmentioning

confidence: 99%

Styrene Hydroformylation with Cavity‐Shaped Ligands

Bauder

Sémeril

2019

Eur J Inorg Chem

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The goal of this review is to give an up-to-date overview of phosphorus(III)-functionalized calixarenes, resorcinar-Scheme 1. Hydroformylation of α-olefins with side reactions. [a] David Sémeril is a "Chargé de recherche" within the CNRS. After a PhD in catalysis under the supervision of Dr. C. Bruneau and Prof. P. H. Dixneuf in Rennes, he carried out postdoctoral studies in Pisa on polymer chemistry with Prof. F. Ciardelli, then in Florence with Dr. C. Bianchini, where he developed several active polymerization catalysts based on conformationally restricted ligands. He joined the CNRS in 2003 within the laboratory of Dr. D. Matt in Strasbourg, where he has actively developed a research program on the application of ligands derived from molecular cavities (calixarenes and resorcinarenes) in homogeneous catalysis. He passed his habilitation qualification in 2008 and his most remarkable recent results concern highly selective hydroformylation catalysts and efficient supramolecular catalysts, all based on macrocyclic skeletons. He was awarded the Gineste Prize (University of 4951 enes and cyclodextrins as ligands for rhodium-and platinumcatalyzed styrene hydroformylation. Scheme 2. Equilibrium between rhodium species. Scheme 3. Catalytic cycle for styrene hydroformylation.Figure 1. Generic calix[n]arenes (A), cyclodextrins (α-CD and -CD) (B), resorcin[4]arenes (C), and resorcin[4]arene-cavitands (D).

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“…4 Thus, under the pressure of rapid publishing and fast, intellectually rewarding projects, the field of haemoprotein models slowly seems to reach a conceptual dead-end due to the extreme sophistication of protein models and the endless synthetic efforts associated with stepwise functionalization of an active catalytic heme. 5 Whereas the combination of concave subunits with transition metal-based catalysts has emerged as a promising method to control the topography of substratemetal interactions during a transformation, 6 the combination of concave hosts with heme platforms has somehow been underexploited and so far restricted to the use of cyclodextrins. Among the concave platforms commonly used in supramolecular chemistry, cyclodextrins (CDs) share with cucurbiturils (CBs) an intrinsic water solubility that is very interesting for the development of bio-inspired models operating in physiological medium.…”

Section: Introductionmentioning

confidence: 99%