An Iodine‐Vapor‐Induced Cyclization in a Crystalline Molecular Flask

Knichal, Jane V.; Shepherd, Helena J.; Wilson, Chick C.; Raithby, Paul R.; Gee, William J.; Burrows, Andrew D.

doi:10.1002/anie.201601525

Cited by 17 publications

(12 citation statements)

References 32 publications

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“…Iodine vapour has additionally been harnessed in CMFs to catalyse the cyclisation reaction of a hosted dialkylnaphthalene guest. 41 The reaction was shown to reach completion by 1 H-NMR analyses performed on digested single-crystals after 7 days, with intermediate sampling done at 3 and 0.5 days. X-ray diffraction methods were used to identify the likely location of the cyclised product, as well as iodine molecules in the crystalline lattice.…”

Section: Gas-phase and Volatile Reagent Studiesmentioning

confidence: 99%

The growing importance of crystalline molecular flasks and the crystalline sponge method

Gee

2017

Dalton Trans.

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This article showcases recent advancements made using crystalline molecular flasks and the widening list of prospective applications for the crystalline sponge method. This expansion has coincided with an increasing number of materials termed crystalline sponges, and a report of a predictive means of identifying candidates from crystallographic databases. The crystalline sponge method's primary application has been determination of absolute configuration, and this has evolved from the analysis of carefully chosen planar aromatic guests to more diverse identification of natural products, biological metabolites, and analysis of volatile chemical components. However with time-resolved X-ray crystallography providing arguably the most informative atomic scale insights of dynamic chemical processes, this application of the crystalline sponge method may soon eclipse structural determination in terms of importance.

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Section: Gas-phase and Volatile Reagent Studiesmentioning

confidence: 99%

The growing importance of crystalline molecular flasks and the crystalline sponge method

Gee

2017

Dalton Trans.

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“…[94] In addition, acylation reactions of amino groups, [95] aminealdehyde condensation reactions [96] and Pd-mediated aromatic bromination reactions [97] and metal-catalyzed methylation reactions [98] were also occurred in the single crystalline phases. In 2016, Burrows and Gee and co-workers [99] reported a solidgas phase catalysis by using this kind of crystal. The cyclization of 1,8-bis(2-phenylethynyl)naphthalene under the mediation of iodine vapor was carried out in the crystal-vapor approach without solvents.…”

Section: Single Crystalline Mofs Without Catalytic Sitesmentioning

confidence: 99%

Catalysis in Single Crystalline Materials: From Discrete Molecules to Metal‐Organic Frameworks

Shi

Liu

et al. 2021

Chemistry An Asian Journal

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Catalysis is one of the key techniques for people's modern life. It has created numerous essential chemicals such as biomedicines, agricultural chemicals and unique materials. Heterogeneous catalysis is the new emerging method with reusable catalysts. Among heterogenous catalysis patterns developed so far, single crystalline catalysis has become the promising one owing to its high catalytic density and selectivity resulted by the inherent porosity, orderliness of the lattices and permeability. These crystalline catalysts could be used in various reactions such as photo-dimerization, Diels-Alder reaction, CO 2 transformation and so on. In this review, we highlighted the reported works about the single crystalline catalysts. Both discrete small molecules and metal-organic frameworks (MOFs) have been used to prepare single crystals for catalysis. For discrete molecules based crystalline catalysts, coordinated and covalent molecules have been used. There were more catalytic modes in crystalline MOF catalysts. Three patterns were identified in this review: single crystalline MOFs i) without catalytic sites, ii) with inherent catalytic features and iii) with introducing catalytic units by post synthetic modification. Based on these examples, this review committed to provide the inspirations for the further design and application of single crystalline materials.

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“…7 Increasingly, researchers are looking to include a wider range of molecules as potential guests within porous frameworks, including organic dyes, 8 drug molecules, 9 reaction intermediates 10 and products. 11 Host-guest complexes can also give rise to properties that are native to neither the MOF nor the guest. 5,12 Allendorf and co-workers reported the inclusion of tetracyanoquinodimethane (TCNQ) into [Cu 3 (btc) 2 ] (HKUST-1).…”

Section: Introductionmentioning

confidence: 99%