Single-Crystal Structure of a Covalent Organic Framework

Zhang, Yue‐Biao; Su, Jie; Furukawa, Hiroyasu; Yun, Yifeng; Gándara, Felipe; Duong, Adam; Zou, Xiaodong; Yaghi, Omar M.

doi:10.1021/ja409033p

Cited by 416 publications

(401 citation statements)

References 34 publications

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“…The two subunits are not directly but indirectly connected in a rim-to-rim fashion by eight isopropanol (i-PrOH) molecules via 16 intermolecular hydrogen bonds. A similar capsule TEA + @ (26b) 2 (H 2 O) 8 was reported by Aoki and coworkers [46] (Fig. 3.7b) at the same time.…”

Section: Discrete Hydrogen Bonding Capsulessupporting

confidence: 87%

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Hydrogen Bonding in Supramolecular Crystal Engineering

Wang

Zheng

2015

Lecture Notes in Chemistry

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This chapter emphases the important role of hydrogen bonding in crystal engineering for preparing fascinating architectures and engineering desired properties. The relatively high directionality and strength of hydrogen bonds make the prediction and control of molecular orientation in organic solids practical and reliable. Especially, strong hydrogen bonds like O-H···O, O-H···N, and N-H···O interactions are more useful. The introduction of supramolecular synthons and retrosynthesis theory has helped crystal chemists a lot in understanding and designing more complex structures. A large number of crystal structures reported in Cambridge Structure Database (CSD) provided a helpful tool for searching and analyzing specific interaction modes. Up to now, with the development of basic concepts and principles and the wide applications, the subject of crystal engineering has matured. Various intriguing structures and complicated entanglements have been constructed based on hydrogen bonds, such as nanocapsules, nanotubes, and n-Borromean arrayed topologies. The crystal engineering strategy has lent chemists the ability to control solid state reactions regio-and stereo-specifically and improve the physicochemical properties of drugs using pharmaceutical cocrystals. In addition, it will be seen that hydrogen bonding can also be used to prepare robust porous materials for gas adsorption and separation.

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Section: Discrete Hydrogen Bonding Capsulessupporting

confidence: 87%

“…When crystallized in the presence of alcoholic solvent which can act simultaneously as hydrogen bond donor and acceptor, Atwood and coworkers [45] prepared a unique dimeric capsule (26c) 2 (i-PrOH) 8 ( Fig. 3.7a).…”

Section: Discrete Hydrogen Bonding Capsulesmentioning

confidence: 99%

Hydrogen Bonding in Supramolecular Crystal Engineering

Wang

Zheng

2015

Lecture Notes in Chemistry

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“…These materials showcase promising applications in the field of gas storage [2][3][4][5] , opto-electronics 6 , catalysis [7][8][9] and sensing 10 because of their crystalline and periodic structure with high surface area and thermal stability. COFs are usually synthesized as microcrystalline powders and their long-range growth is limited in the nano/micro domain due to the internal defects [11][12][13] .…”

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confidence: 99%

Self-templated chemically stable hollow spherical covalent organic framework

et al. 2015

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Covalent organic frameworks are a family of crystalline porous materials with promising applications. Although active research on the design and synthesis of covalent organic frameworks has been ongoing for almost a decade, the mechanisms of formation of covalent organic frameworks crystallites remain poorly understood. Here we report the synthesis of a hollow spherical covalent organic framework with mesoporous walls in a single-step template-free method. A detailed time-dependent study of hollow sphere formation reveals that an inside-out Ostwald ripening process is responsible for the hollow sphere formation. The synthesized covalent organic framework hollow spheres are highly porous (surface area B1,500 m 2 g À 1 ), crystalline and chemically stable, due to the presence of strong intramolecular hydrogen bonding. These mesoporous hollow sphere covalent organic frameworks are used for a trypsin immobilization study, which shows an uptake of 15.5 mmol g À 1 of trypsin.

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“…The recently developed three-dimensional rotation electron diffraction (3D RED) technique has shown superior advantages for both phase identification and structure determination of unknown crystals of micro-and even nano-size [19][20][21][22][23]. The basic principle of RED is to collect 3D electron diffraction data by combining electron beam tilt and goniometer tilt in TEM [19,21].…”

Section: Introductionmentioning

confidence: 99%