Homogeneous catalysts based on silane dendrimers functionalized with arylnickel(II) complexes

Knapen, Joan W. J.; Made, A.W. van der; Wilde, Janine C. de; Leeuwen, Piet W. N. M. van; Wijkens, Peter; Grove, David M.; Koten, Gerard van

doi:10.1038/372659a0

Cited by 731 publications

(441 citation statements)

References 18 publications

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“…Furthermore, the functionalization of the aryl moiety of these chiral NCN pincer ligands is reported, which offers attractive opportunities for the anchoring of such (catalytically active) chiral complexes to soluble (e.g. dendritic) [19] or insoluble heterogeneous (e.g. activated oxide surface) [20] supports as well as for the synthesis of molecular networks for crystal engineering.…”

Section: Introductionmentioning

confidence: 99%

Chiral platinum and palladium complexes containing functionalized C2-symmetric bisaminoaryl ‘Pincer’ ligands

Albrecht

Kocks

Spek

et al. 2001

Journal of Organometallic Chemistry

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Dedicated to Professor Jean Normant on the occasion of his 65th anniversary in admiration of his great contribution to the application of organocopper chemistry. AbstractThe synthesis of enantiopure (oxo-functionalized) C 2 -symmetric NCN pincer ligands is described. A key step is the symmetric functionalization of the benzylic positions, which was achieved by enantioselective ketone reduction and subsequent stereoselective substitution protocols. The introduction of a-alkyl substituents has a pronounced effect on the cavity for metal binding. For example, lithiation of the a-ethyl-functionalized pincer ligand afforded mixed (alkyl)(aryl)lithium aggregates rather than dinuclear bis(aryl) lithium [Li(NCN)] 2 species as usually observed for NCN-lithium complexes. Similar effects were established for the (trans)-metalation reaction, which proceeded significantly slower when the steric demand of the a-substituent is increased. The potential of the corresponding enantiopure palladium and ruthenium complexes as enantioselective catalyst has been probed in the asymmetric aldol condensation and hydrogen transfer reactions. The low enantiomeric excess of the products of both reactions indicated that face-discrimination of substrates is not induced by these catalysts and that the chiral information must be located in closer proximity to the metal center.

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Section: Introductionmentioning

confidence: 99%

Chiral platinum and palladium complexes containing functionalized C2-symmetric bisaminoaryl ‘Pincer’ ligands

Albrecht

Kocks

Spek

et al. 2001

Journal of Organometallic Chemistry

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“…were used as functional catalysts [6] and guest-host systems [7]. Diameters of the spherical dendrimers range from 3 to 10 nm, enabling these structures to be 'building blocks' of a new chemistry set [8].…”

Section: Introductionmentioning

confidence: 99%

The symmetry of functionalized poly(propylene imine) dendrimers probed with hyper-Rayleigh scattering

Put

Clays

Persoons

et al. 1996

Chemical Physics Letters

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“…Si((CH 2 ) 3 Si((CH 2 ) 3 SiMe 2 X) 3 ) 4 of which its surface was decorated with twelve NCN-pincer nickel catalytic units X, X ¼ NiBr{C 6 H 2 (CH 2 NMe 2 ) 2 -2,6-Z-4} [58]. The nickel catalyst is tethered with a -O(CH 2 ) 4 OC(¼O)NH-linker, via its para-position (4-Z) to the dendrimer's SiMe 2 groupings.…”

Section: Proof-of-principlementioning

confidence: 99%

Highlights of 45 years of research: A personal account

Koten

2017

Journal of Organometallic Chemistry

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a b s t r a c tThis part of my biosketch, which I prepared on invitation by the Editors, made me realize again how entangled my interest for doing research and teaching and management have been over the years. Working together with my students and colleagues has always been a strong motivation and pleasure for me and I hope that this sketch of our research reflects our common enthusiasm for what we achieved.In hindsight, trying to overlook almost 45 years of research, various main themes can be discerned that marked my fundamental research in the subsequent periods at TNO Utrecht (1968e1977), University of Amsterdam (1977e1986) and University of Utrecht (1986e2007). Overarching has been my preference and fascination for working with nitrogen based ligands (culminating in the design and use of the NCNpincer ligand platform, vide infra), the study of synthetic routes for organometallics (most importantly trans-and cyclo-metallation routes), the use of NMR for the study of the stereochemistry of organometallics (cf. the early use of 107,109 Ag NMR for detecting and following the formation of coordination compounds with helical structures), chemistry involving organometallic radicals (cf. organozinc and aluminum a-diimine chemistry, development of b-lactam synthesis routes), self-assembly of organometallics to discrete aggregated species (cf. organo-Cu, -Li and cuprate chemistry), the development of palladium complexes and homogeneous metal catalysts with simple amine ligands, the synthesis of, and catalysis with, dendrimers decorated with organometallic catalysts, mimicking the active center of metallo-enzymes as well as the synthesis of organometal-lipase hybrids for catalysis.Being educated in an "eco"-system of contract research, in concert with fundamental research, the results of the above outlined items were not only published in journals with peer review (>850) but also in the patent literature (>40). Most important were the results reported in over 85 PhD theses that I had the privilege to supervise as PI. The references refer to key-papers describing this body of work. The respective reference numbers are given at the heading of each paragraph. The full list of publications in peer reviewed Journals can be found in http://www.gerardvankoten.nl and www.uu.nl/staff/GvanKoten.© 2017 The Author. Published by Elsevier B.V. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/). GeneralAs indicated above, nitrogen ligands fascinated me throughout my research career, right from the very beginning. Whereas in my early days ligands with phosphorous donor atoms were the dominating "privileged" ligands in inorganic and organometallic chemistry; they have remained so up until now. However, my interest for nitrogen-containing ligands was fortified for a number of reasons; i, Nitrogen is one of the smallest donor atoms. This results in short N-metal bond distances thus affecting/interfering with its (N)R-substituents (also because of the short N-C bonds, viz. N-cone angle c...

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Homogeneous catalysts based on silane dendrimers functionalized with arylnickel(II) complexes

Cited by 731 publications

References 18 publications

Chiral platinum and palladium complexes containing functionalized C2-symmetric bisaminoaryl ‘Pincer’ ligands

Chiral platinum and palladium complexes containing functionalized C2-symmetric bisaminoaryl ‘Pincer’ ligands

The symmetry of functionalized poly(propylene imine) dendrimers probed with hyper-Rayleigh scattering

Highlights of 45 years of research: A personal account

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