The subdiscpline of supramolecular catalysis has expanded in recent years, benefiting from the development of homogeneous catalysis and supramolecular chemistry. Supramolecular catalysis allows chemists to design custom-tailored metal and organic catalysts by devising non-covalent interactions between the various components of the reaction. Edited by two world-renowned researchers, Supramolecular Catalysis: New Directions and Developments summarizes the most significant developments in the dynamic, interdisciplinary field. Contributions from an international panel of more than forty experts address a broad range of topics covering both organic and metal catalysts, including emergent catalysis by self-replicating molecules, switchable catalysis using allosteric effects, supramolecular helical catalysts, and transition metal catalysis in confined spaces.
Author(s): Piet W.N.M. van Leeuwen, Matthieu Raynal
Edition: 1
Publisher: Wiley-VCH
Year: 2022
Language: English
Pages: 704
City: Weinheim
Contents
Preface
Supramolecular Catalysis: An Introduction
Part I: Ligand–Ligand Interactions
1 Supramolecular Construction of Bidentate Ligands Through Self-assembly by Hydrogen Bonding • Felix Bauer and Bernhard Breit
2 Self-Assembled Bidentate Ligands in Transition Metal Catalysis; From Fundamental Invention to Commercial Application • Alexander M. Kluwer, Xavier Caumes, and Joost N. H. Reek
Part II: Self-Assembled Nanostructures and Multi-component Assemblies
3 Assembled Ionic Molecular Catalysts and Ligands • Kohsuke Ohmatsu, Daisuke Uraguchi, and Takashi Ooi
4 Self-amplification of Enantioselectivity in Asymmetric Catalysis by Supramolecular Recognition and Stereodynamics • Oliver Trapp
5 Interlocked Molecules in Enantioselective Catalysis • Carel Kwamen and Jochen Niemeyer
6 Catalytic Supramolecular Gels • Beatriu Escuder
7 Supramolecular Helical Catalysts • Laurent Bouteiller and Matthieu Raynal
8 Self-Assembled Multi-Component Supramolecular Catalysts for Asymmetric Reactions • Guanghui Ouyang, Jian Jiang, and Minghua Liu
Part III: Ligand–Substrate Interactions
9 Harnessing Ligand–Substrate Non-covalent Interactions for Control of Site-Selectivity in Transition Metal-Catalyzed C–H Activation and Cross-Coupling • Robert J. Phipps
10 Supramolecular Interactions in Distal C–H Activation of (Hetero)arenes • Jyoti P. Biswas and Debabrata Maiti
11 Transition-Metal-Catalyzed, Site- and Enantioselective Oxygen and Nitrogen Transfer Enabled by Lactam Hydrogen Bonds • Finn Burg and Thorsten Bach
12 Supramolecular Substrate Orientation as Strategy to Control Selectivity in Transition Metal Catalysis • Joost N.H. Reek and Bas de Bruin
13 Phosphine Ligands with Acylguanidinium Groups as Substrate-directing Unit • Felix Bauer and Bernhard Breit
14 Chemical Reactions Controlled By Remote Zn· · ·N Interactions Between Substrates and Catalysts • Jonathan Trouvé and Rafael Gramage-Doria
Part IV: Catalysis Promoted by Discrete Cages, Capsules, and Other Confined Environments
15 Artificial Enzymes Created Through Molecular Imprinting of Cross-Linked Micelles • Yan Zhao
16 Bioinspired Catalysis Using Innately Polarized Pd2L4 Coordination Cages • Paul J. Lusby
17 Supramolecular Catalysis with a Cubic Coordination Cage: Contributions from Cavity and External-Surface Binding • Christopher G. P. Taylor and Michael D. Ward
18 Transition Metal Catalysis in Confined Spaces • Joost N.H. Reek and Sonja Pullen
19 Catalysis by Metal–Organic Cages: A Computational Perspective • Giuseppe Sciortino, Gantulga Norjmaa, Jean Didier Maréchal, and Gregori Ujaque
20 N-heterocyclic Carbene (NHC)-Capped Cyclodextrins for Cavity-Controlled Catalysis • Sylvain Roland and Matthieu Sollogoub
21 Supramolecular Catalysis by Metallohosts Based on Glycoluril • Jeroen P.J. Bruekers, Johannes A.A.W. Elemans, and Roeland J.M. Nolte
22 Catalysis Inside the Hexameric Resorcinarene Capsule: Toward Addressing Current Challenges in Synthetic Organic Chemistry • Leonidas-Dimitrios Syntrivanis and Konrad Tiefenbacher
23 Supramolecular Organocatalysis Within the Nanospace of Resorcinarene Capsule • Carmine Gaeta, Carmen Talotta, Margherita De Rosa, Annunziata Soriente, Antonio Rescifina, and Placido Neri
24 Resorcin[4]arene Hexamer: From Nanocontainer to Nanocatalyst • Giorgio Strukul, Fabrizio Fabris, and Alessandro Scars
Part V: Supramolecular Organocatalysis and Non-classical Interactions
25 The Aryl-Pyrrolidine-tert-Leucine Motif as a New Privileged Chiral Scaffold: The Role of Noncovalent Stabilizing Interactions • Daniel A. Strassfeld and Eric N. Jacobsen
26 Chiral Triazole Foldamers in Enantioselective Anion-Binding Catalysis • Alica C. Keuper and Olga García Mancheño
27 Supramolecular Catalysis via Organic Solids: Templates to Mechanochemistry to Cascades • Shweta P. Yelgaonkar and Leonard R. MacGillivray
28 Exploration of Halogen Bonding for the Catalysis of Organic Reactions • Revannath L. Sutar and Stefan M. Huber
29 Chalcogen-Bonding Catalysis • Wei Wang and Yao Wang
30 Asymmetric Supramolecular Organocatalysis: The FourthPillar of Catalysis • Kengadarane Anebouselvy, Kodambahalli S. Shruthi, and Dhevalapally B. Ramachary
Part VI: Supramolecular Catalysis in Water
31 Metal Catalysis in Micellar Media • Giorgio Strukul, Fabrizio Fabris, and Alessandro Scarso
32 Surfactant Assemblies as Nanoreactors for OrganicTransformations 467Margery Cortes-Clerget, Joseph R.A. Kincaid, Nnamdi Akporji, and Bruce H.Lipshutz
33 Compartmentalized Polymers for Catalysis in Aqueous Media • Fabian Eisenreich and Anja R.A. Palmans
34 Phosphines Modified by Cyclodextrins for Supramolecular Catalysis in Water • Sébastien Tilloy and Eric Monflier
35 Water-Soluble Yoctoliter Reaction Flasks • Yahya A. Ismaiel and Bruce C. Gibb
36 Chemical Catalyst-Promoted Regioselective Histone Acylation • Yuki Yamanashi and Motomu Kanai
37 Protein–Substrate Supramolecular Interactions for the Shape-Selective Hydroformylation of Long-Chain ?-Olefins • Peter J. Deuss and Amanda G. Jarvis
38 Supramolecular Assembly of DNA- and Protein-Based Artificial Metalloenzymes • Gerard Roelfes
Part VII: Supramolecular Allosteric Catalysts and Replicators
39 Switchable Catalysis Using Allosteric Effects • Michael Schmittel
40 Supramolecularly Regulated Enantioselective Catalysts • Anton Vidal-Ferran
41 Emergent Catalysis by Self-Replicating Molecules • Kai Liu, Jim Ottelé, and Sijbren Otto
Index
