Two-dimensional porphyrin- and phthalocyanine-based covalent organic frameworks

Wang, Hongmin; Ding, Huimin; Meng, Xiangshi; Wang, Cheng

doi:10.1016/j.cclet.2016.05.020

Cited by 67 publications

(21 citation statements)

References 60 publications

(28 reference statements)

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“…Porphyrin and its metal derivatives, a kind of highly conjugated π-electron macrocycles with unique photophysical and redox properties, have been widely used as important molecular building blocks in materials chemistry . 2D porphyrin-based COFs, in which porphyrins align in a precise order via π–π interactions to facilitate charge carrier transport in the stacking direction, have been well investigated and found interesting applications in different areas, e.g., semiconductor . However, the incorporation of porphyrins into 3D COFs, which can allow all porphyrin units in the framework accessible and thus making them extremely attractive for catalysis, has never been reported.…”

Section: Introductionmentioning

confidence: 99%

3D Porphyrin-Based Covalent Organic Frameworks

et al. 2017

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The design and synthesis of three-dimensional covalent organic frameworks (3D COFs) bearing photoelectric units have been considered as a big challenge. Herein, for the first time, we reported the targeted synthesis of two 3D porphyrin-based COFs (3D-Por-COF and 3D-CuPor-COF), starting from tetrahedral (3D-T) and square (2D-C) building blocks connected through [4 + 4] imine condensation reactions. On the basis of structural characterizations, 3D-Por-COF and 3D-CuPor-COF are microporous materials with high surface areas, and are proposed to adopt a 2-fold interpenetrated pts topology with Pmc2 space group. Interestingly, both 3D COFs are photosensitive and can be used as heterogeneous catalyst for generating singlet oxygen under photoirradiation. However, 3D-Por-COF shows enhanced photocatalytic activity compared with 3D-CuPor-COF, indicating the properties of 3D porphyrin-based COFs can be tuned by metalation of porphyrin rings. The results reported here will greatly inspire us to design and synthesize 3D COFs bearing other metalloporphyrins for interesting applications (e.g., catalysis) in the future.

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Section: Introductionmentioning

confidence: 99%

3D Porphyrin-Based Covalent Organic Frameworks

et al. 2017

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“…[8][9][10] To accommodate the target metal, a building unit with a suitable metal binding site is required to be incorporated into the framework, which usually meets complicated organic synthesis. Nevertheless, plenty of functional linkers have been successfully implemented into COFs, such as 2,2 0 -bipyridine, [11][12][13][14] phenanthroline, [15][16][17] porphyrin, [18][19][20][21][22] phthalocyanine, [23][24][25] salen, [26][27][28][29] hydroxy groups, [30][31][32] b-ketoenamine, 33 phosphine, 34,35 dehydrobenzoannulene, 36,37 among others. 9,10 As one of the most popular COFs featuring both high crystallinity and stability, Schiff base COFs possess uniformly distributed imine linkages, 38 which have been well studied in coordination chemistry.…”

Section: Introductionmentioning

confidence: 99%

Probe metal binding mode of imine covalent organic frameworks: cycloiridation for (photo)catalytic hydrogen evolution from formate

Mehrabi

Meng

et al. 2021

Chem. Sci.

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“…5,10,15,20-Tetraarylporphyrin has ar igid, planar backbone to allow for the generation of 2D covalent organic frameworks, [50][51][52] whereas zinc porphyrin has been wellestablished for the formation of five-coordinated complexes. [53,54] We thus designed and prepared zinc porphyrin derivative M1 to study its co-assembly with CB towards the formation of a2 Ds upramolecular organic framework (Figure 1).…”

Section: Resultsmentioning

confidence: 99%

Self‐Assembly of a Bilayer 2D Supramolecular Organic Framework in Water

Zhang

et al. 2021

Angew Chem Int Ed

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Accurate control of the layer number of orderly stacked 2D polymers has been an unsettled challenge in selfassembly.H erein we describe the fabrication of ab ilayer 2D supramolecular organic framework from am onolayer 2D supramolecular organic framework in water by utilizing the cooperative coordination of ar od-like bipyridine ligands to zinc porphyrin subunits of the monolayer network. The monolayer supramolecular framework is prepared from the co-assembly of an octacationic zinc porphyrin monomer and cucurbit[8]uril (CB[8]) in water through CB[8]-encapsulation-promoted dimerization of 4-phenylpyridiunium subunits that the zinc porphyrin monomer bear.T he bilayer 2D supramolecular organic framework exhibits structural regularity in both solution and the solid state,which is characterized by synchrotron small-angle X-ray scattering and high-resolution transmission electron microscopic techniques.A tomic force microscopic imaging confirms that the bilayer character of the 2D supramolecular organic framework can be realized selectively on the micrometer scale.

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Two-dimensional porphyrin- and phthalocyanine-based covalent organic frameworks

Cited by 67 publications

References 60 publications

3D Porphyrin-Based Covalent Organic Frameworks

3D Porphyrin-Based Covalent Organic Frameworks

Probe metal binding mode of imine covalent organic frameworks: cycloiridation for (photo)catalytic hydrogen evolution from formate

Self‐Assembly of a Bilayer 2D Supramolecular Organic Framework in Water

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