Please use this identifier to cite or link to this item: https://doi.org/10.1038/s41467-018-06872-0
Title: Design and self-assembly of hexahedral coordination cages for cascade reactions
Authors: Jiao, J
Li, Z
Qiao, Z 
Li, X 
Liu, Y
Dong, J 
Jiang, J 
Cui, Y
Keywords: 2 aminobenzamide
aldehyde
coordination compound
zinc ion
catalysis
ligand
molecular analysis
simulation
transformation
Article
catalysis
controlled study
crystal
cyclization
encapsulation
molecular size
nuclear Overhauser effect
polymerization
reaction time
supramolecular chemistry
Suzuki reaction
time of flight mass spectrometry
turnover rate
X ray crystallography
Issue Date: 2018
Publisher: Nature Publishing Group
Citation: Jiao, J, Li, Z, Qiao, Z, Li, X, Liu, Y, Dong, J, Jiang, J, Cui, Y (2018). Design and self-assembly of hexahedral coordination cages for cascade reactions. Nature Communications 9 (1) : 4423. ScholarBank@NUS Repository. https://doi.org/10.1038/s41467-018-06872-0
Rights: Attribution 4.0 International
Abstract: The search for supramolecular reactors that contain no catalytically active sites but can promote chemical transformations has received significant attention, but it remains a synthetic challenge. Here we demonstrate a strategy of incorporating bulky and electro-rich aromatic linkers into metallocages to induce cascade reactions. Two hexahedral cages with a framework formula [(Zn8L6)(OTf)16] are assembled from six tetrakis-bidentate ligands derived from tetraphenylethylene and eight zinc(II)tris(pyridylimine) centers. The cage cavities can accommodate different molecules such as anthranilamide and aromatic aldehyde through supramolecular interactions, allowing for a cascade condensation and cyclization to produce nonplanar 2,3-dihyroquinazolinones. The reaction is highly efficient with high rate enhancements (up to kcat/kuncat = 38,000) and multiple turnovers compared to the bulk reaction mixture. Control experiments and molecular simulations suggest that the acceleration is attributed to inherent strength of binding affinity for reactants and the release of products to establish catalytic turnover is due to the host?guest geometry discrepancy. © 2018, The Author(s).
Source Title: Nature Communications
URI: https://scholarbank.nus.edu.sg/handle/10635/178389
ISSN: 2041-1723
DOI: 10.1038/s41467-018-06872-0
Rights: Attribution 4.0 International
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