Monomeric and dendritic second generation Grubbs- and Hoveyda–Grubbs-type catalysts for olefin metathesis

Pijnenburg, Niels J. M.; Tomás‐Mendivil, Eder; Mayland, Kimberley E.; Kleijn, H.; Lutz, Martin; Spek, Anthony L.; Koten, Gerard van; Gebbink, Bert Klein

doi:10.1016/j.ica.2013.06.018

Cited by 12 publications

(8 citation statements)

References 72 publications

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“…293 Gebbink and co-workers reported the synthesis of a dendritic Grubbs II macromolecule based on a G 0 carbosilane dendrimer with four NHC−Ru(II) centers. 294 This catalyst was examined in the ring-closing metathesis of diethyl diallylmalonate. Although the catalyst was found to be significantly less efficient than commercially available olefin metathesis catalysts, its reactivity was still higher than its monomeric analog.…”

Section: Nhc−metal Complexes Of Dendrimers and Hyperbranched Polymersmentioning

confidence: 99%

“…Although the catalyst was found to be significantly less efficient than commercially available olefin metathesis catalysts, its reactivity was still higher than its monomeric analog. 294 In a different approach, the same group described the immobilization of negatively charged NHC complexes onto a polycationic dendrimer via noncovalent interactions (188, Chart 10). 295 To achieve this, a zwitterionic imidazolium salt was first synthesized by reacting mesityl imidazole with 1,4-butane sultone.…”

Section: Nhc−metal Complexes Of Dendrimers and Hyperbranched Polymersmentioning

confidence: 99%

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N-Heterocyclic Carbenes in Materials Chemistry

et al. 2019

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N-Heterocyclic carbenes (NHCs) have become one of the most widely studied class of ligands in molecular chemistry and have found applications in fields as varied as catalysis, the stabilization of reactive molecular fragments, and biochemistry. More recently, NHCs have found applications in materials chemistry and have allowed for the functionalization of surfaces, polymers, nanoparticles, and discrete, well-defined clusters. In this review, we provide an in-depth look at recent advances in the use of NHCs for the development of functional materials.

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Section: Nhc−metal Complexes Of Dendrimers and Hyperbranched Polymersmentioning

confidence: 99%

Section: Nhc−metal Complexes Of Dendrimers and Hyperbranched Polymersmentioning

confidence: 99%

N-Heterocyclic Carbenes in Materials Chemistry

et al. 2019

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“…The best catalyst was evaluated against substrate 8 and it achieved a TON of >400 40. Another dendritic second‐generation Grubbs catalyst, permanently attached through the imidazolium ligand, had reasonable TOF when used at 5% load, but could not be recycled at all 41…”

Section: Immobilized Catalysts In Metathesis Reactionsmentioning

confidence: 99%

Deep Learning in Drug Discovery

Gawehn¹,

Hiss²,

Schneider³

2015

Molecular Informatics

614

398

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Artificial neural networks had their first heyday in molecular informatics and drug discovery approximately two decades ago. Currently, we are witnessing renewed interest in adapting advanced neural network architectures for pharmaceutical research by borrowing from the field of "deep learning". Compared with some of the other life sciences, their application in drug discovery is still limited. Here, we provide an overview of this emerging field of molecular informatics, present the basic concepts of prominent deep learning methods and offer motivation to explore these techniques for their usefulness in computer-assisted drug discovery and design. We specifically emphasize deep neural networks, restricted Boltzmann machine networks and convolutional networks.

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“…As such, we turned our attention to dendrimer NHC complexes containing the carbene as the anchoring ligand between the palladium center and the dendritic moiety. There are only a few examples of “formally” real dendrimers in the literature containing rhodium, iridium, ruthenium, or silver metal complexes anchored to the dendritic structure via a NHC ligand. In addition, Dı́ez-Barra and co-workers have reported a star-shaped trimetallic NHC Pd complex that is more active than the corresponding monometallic catalyst in the Heck reaction between p -bromobenzaldehyde and n -butyl acrylate .…”

Section: Introductionmentioning

confidence: 99%

Poly(benzyl ether) Dendrimers Functionalized at the Core with Palladium Bis(N-Heterocyclic Carbene) Complexes as Catalysts for the Heck Coupling Reaction

et al. 2016

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Bis(imidazolylidene)palladium complexes 9-12 containing a sterically hindered aryl group (mesityl or 2,6-diisopropylphenyl) and a poly(benzyl ether) dendron as N-substituents of the NHC ligand are accessible up to the third generation by transmetalation of the corresponding silver complexes. Complexes 9-12 are soluble, active, and very stable catalysts under Heck reaction conditions. The NHC ligand appears to be stably coordinated to the Pd during catalysis. The catalytic activity increases with generation number, although irregularly. The palladium site is not significantly congested in the reaction solvent by the increasing size of the dendritic substituents, as corroborated by X-ray diffraction, fluorescence and DOSY-NMR spectroscopy, and MD simulation studies. This is a consequence of the conformational semiflexibility of the poly(benzyl ether) dendrons and the benzylic link between these dendrons and the N-heterocyclic ligands.

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Monomeric and dendritic second generation Grubbs- and Hoveyda–Grubbs-type catalysts for olefin metathesis

Cited by 12 publications

References 72 publications

N-Heterocyclic Carbenes in Materials Chemistry

N-Heterocyclic Carbenes in Materials Chemistry

Deep Learning in Drug Discovery

Poly(benzyl ether) Dendrimers Functionalized at the Core with Palladium Bis(N-Heterocyclic Carbene) Complexes as Catalysts for the Heck Coupling Reaction

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