Molecular-Scale Porous Materials Based on Pillar[n]arenes

Song, Nan; Kakuta, Takahiro; Yamagishi, Toshio; Yang, Ying‐Wei; Ogoshi, Tomoki

doi:10.1016/j.chempr.2018.05.015

Cited by 270 publications

(133 citation statements)

References 84 publications

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“…Pillar[n]arenes (pillarenes for short), first reported by Ogoshi and co‐workers in 2008, have launched a new era of supramolecular chemistry and shown significant potential in constructing multifunctional materials with varied application prospects depending on the π‐electron rich cavity, rigid cylindrical structure, and easily functionalized terminal groups . Accordingly, pillarenes have been regarded as an emerging class of candidates in the construction of porous organic materials.…”

Section: Methodsmentioning

confidence: 99%

Conjugated Macrocycle Polymer Nanoparticles with Alternating Pillarenes and Porphyrins as Struts and Cyclic Nodes

Yang

2019

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Conjugated macrocycle polymers (CMPs) integrated using the macrocyclic confinement effect make imposing restrictions feasible on the growth of metal nanoparticles with confined size and high dispersion. For a proof‐of‐concept exploration, a novel nanoscale CMP is reported, denoted as DMP[5]‐TPP‐CMP, comprising two representative types of macrocyclic compounds, i.e., pillararene and porphyrin, as alternating strut/node components in the skeleton. With abundant anchoring sites, CMP implanted with Pd nanoparticles (Pd@DMP[5]‐TPP‐CMP, Pd@CMP for short) is successfully obtained through a simple post‐treatment, exhibiting remarkable catalytic activity in Suzuki–Miyaura coupling (SMC) and nitrophenol reduction. The as‐prepared Pd@CMP material shows favorable performance in expediting the process of SMC with an appreciable yield even under mild conditions, as well as in facilitating the electron transfer process from borohydride to nitrophenol through metal–hydride complex to produce aminophenol with a very short transformation time of 3 min and superior apparent kinetic rate constant k app of 1.9 × 10−2 s−1, higher than most palladium supports. Significantly, this multifunctional Pd@CMP composite material not only enriches the family of CMPs, but also sheds light on the development of green catalysts with excellent stability and easy recyclability without deactivation.

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Section: Methodsmentioning

confidence: 99%

Conjugated Macrocycle Polymer Nanoparticles with Alternating Pillarenes and Porphyrins as Struts and Cyclic Nodes

Yang

2019

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“…Pillar[n]arenes (Figure 1a), which were first reported by our group in 2008, are comparatively new macrocyclic compounds in supramolecular chemistry. [9][10][11][12][13][14][15] Thanks to the considerable efforts of pillar[n]arene chemists over the last decade, various advantages of pillar[n]arenes have been revealed, e.g., their easy synthesis from cheap commercially available reagents, 16,17 designable functionalization methods for construction of various supramolecular assemblies and materials, 15,16 selective and strong host-guest interactions in not only organic solvents but also aqueous media, and their highly symmetrical tubular and polygonal structures. 18,19 In particular, the original shape and host-guest properties of pillar[n]arenes are very important aspects for the formation of supramolecular assemblies.…”

Section: Introductionmentioning

confidence: 99%

One-, Two-, and Three-Dimensional Supramolecular Assemblies Based on Tubular and Regular Polygonal Structures of Pillar[ n ]arenes

Kakuta

Yamagishi

et al. 2019

CCS Chem

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Pillar[ n]arenes, which were first reported by our group in 2008, are promising macrocyclic compounds in supramolecular chemistry. The simple, tubular, and highly symmetrical shape of pillar[ n]arenes has allowed various supramolecular assemblies with well-defined structures to be constructed. The pillar-shaped structures of pillar[ n]arenes are suitable for surface modification and formation of one-dimensional (1D) channels. The regular polygonal prism shape of organized pillar[ n]arenes contributes to the construction of highly assembled structures such as two-dimensional (2D) sheets and three-dimensional (3D) spheres. In this minireview, we describe supramolecular assemblies with various dimensions. First, we discuss 1D supramolecular assemblies based on tubular structures of pillar[ n]arenes. Second, 2D supramolecular sheet formation based on regular polygonal structures is described. Finally, 3D supramolecular assemblies such as vesicles and 3D frameworks constructed from pillar[ n]arenes are discussed.

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“…[29] PA[n] is of great importance for the construction of porous materials due to its intrinsic cavity. [30] PA[n] could be conveniently oxidized to form macrocyclic pillar[n]quinone (PQ [n]). [31] Crosslinked PQ[n] may be a porous polymeric material.…”

Section: Introductionmentioning

confidence: 99%

Pillarquinone‐Based Porous Polymer for a Highly‐Efficient Heterogeneous Organometallic Catalysis

et al. 2019

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Pillar[5]quinone (PQ[5])‐based porous polymer has been prepared by crosslinking and oxidating pillar[5]arene (PA[5]). Quinone was used as an unorthodox ligand to load palladium‐catalyst with high loading ratio (up to 12.0 wt %). Catalyst was well dispersed on solid support in the form of Pd2+‐specie. Pd‐loaded PQ[5]‐based heterogeneous catalyst was highly efficient for Suzuki‐coupling reactions (22‐ to 1485‐fold higher than Pd/C based on turnover frequency). It was superior compared to other existing heterogeneous catalysts for selective catalytic reaction. This heterogeneous catalyst had good thermo‐stability, and could be reused and recycled.

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Molecular-Scale Porous Materials Based on Pillar[n]arenes

Cited by 270 publications

References 84 publications

Conjugated Macrocycle Polymer Nanoparticles with Alternating Pillarenes and Porphyrins as Struts and Cyclic Nodes

Conjugated Macrocycle Polymer Nanoparticles with Alternating Pillarenes and Porphyrins as Struts and Cyclic Nodes

One-, Two-, and Three-Dimensional Supramolecular Assemblies Based on Tubular and Regular Polygonal Structures of Pillar[ n ]arenes

Pillarquinone‐Based Porous Polymer for a Highly‐Efficient Heterogeneous Organometallic Catalysis

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