Herein we describe a method for combining supramolecular catalysis with imininum-based organocatalysis in the Diels-Alder cycloaddition reaction. Both supramolecular host and L-proline are required for the reaction to occur, implying that encapsulation of the substrates and co-catalyst are necessary for the reaction to occur. We explore the substrate scope for a variety of -cinnamaldehydes and dienes. Finally, we probe the supramolecular assembly processes responsible for the observed catalysis using NMR spectroscopic methods.
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http://dx.doi.org/10.1039/d2ob01171a | DOI Listing |
Chempluschem
January 2025
Keele University, School of Chemical & Physical Sciences, UNITED KINGDOM OF GREAT BRITAIN AND NORTHERN IRELAND.
Frustrated Lewis pairs (FLPs) have rapidly become one of the key metal-free catalysts for a variety of chemical transformations. Embedding these catalysts within a supramolecular assembly can offer improvements to factors such as recyclability and selectivity. In this review we discuss advances in this area, covering key supramolecular assemblies such as metal organic frameworks (MOFs), covalent organic frameworks (COFs), polymers and macrocycles.
View Article and Find Full Text PDFNanoscale
January 2025
State Key Lab of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.
Solving the assembled structure of Au(I)-thiolate linear coordination polymers has been a challenging task as they generally lack good crystallinity. This has prevented the elucidation of their assembly processes at the molecular level. In this paper, selected area electron diffraction (SAED) patterns of two-dimensional (2D) Au(I)-S(CH)COOH (Au(I)-MPA) lamellae are obtained by applying cryogenic transmission electron microscopy.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
University of Amsterdam Van 't Hoff Institute for Molecular Sciences: Universiteit van Amsterdam Van 't Hoff Institute for Molecular Sciences, HIMS, NETHERLANDS, KINGDOM OF THE.
The complexity of allosteric enzymatic regulation continues to inspire synthetic chemists seeking to emulate interconnected biological systems. In this work, a Pt2L4 cage capable of catalyzing the cyclization reaction of an alkynoic tosyl amide is orthogonally coupled to a diacid-catalyzed carbodiimide-hydration cycle. This new Pt-catalyzed cyclization reaction is demonstrated to exhibit electronic regulation by inclusion of different guest effectors.
View Article and Find Full Text PDFJ Mater Chem B
January 2025
The Education Ministry Key Laboratory of Resource Chemistry, Shanghai Key Laboratory of Rare Earth Functional Materials, and Shanghai Municipal Education Committee Key Laboratory of Molecular Imaging Probes and Sensors, Shanghai Frontiers Science Research Base of Biomimetic Catalysis, Department of Chemistry, Shanghai Normal University, 100 Guilin Road, Shanghai 200234, China.
Supramolecular fluorescent materials with switchable behavior and induced luminescence enhancement are a new class of special materials for constructing fluorescence anti-counterfeiting materials. Since these materials are constructed by self-assembly through supramolecular host-guest interactions of non-covalent bonds, such fluorescent materials can regulate their optical properties through a reversible assembly-disassembly process. Inspired by the role of the β-barrel scaffold in activating strong fluorescence of a green fluorescent protein (GFP) chromophore, we designed a supramolecular system based on a novel GFP analogue (CA) and cucurbit[7]uril (CB[7]).
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, U.K.
protein design has advanced such that many peptide assemblies and protein structures can be generated predictably and quickly. The drive now is to bring functions to these structures, for example, small-molecule binding and catalysis. The formidable challenge of binding and orienting multiple small molecules to direct chemistry is particularly important for paving the way to new functionalities.
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