Fluorescent chemosensing for aromatic compounds by a supramolecular complex composed of tin(<scp>iv</scp>) porphyrin, viologen, and cucurbit[8]uril

Shee, Nirmal K.; Kim, Min Kyoung; Kim, Hee‐Joon

doi:10.1039/c9cc05622j

Cited by 27 publications

(21 citation statements)

References 25 publications

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“…In recent years, Sn(IV) porphyrins have been widely used as a building block for the construction of useful porphyrin nanostructures, including nanocomposites, nanosheets, nanotubes, or thin stripes on surfaces [ 31 , 32 , 33 , 34 ]. The oxophilic nature of Sn(IV) centers allows them to easily form stable six-coordinate complexes with the two trans-axial oxyanion ligands [ 35 , 36 , 37 , 38 , 39 , 40 , 41 ]. These synthetic Sn(IV) porphyrin-based nanostructures not only are of interest for solar energy technologies but also have potential applications as photonic (optoelectronic) materials in various micro- and nanoscale electronic devices [ 42 , 43 , 44 ].…”

Section: Introductionmentioning

confidence: 99%

“…Nanomaterials 2020, 10, x FOR PEER REVIEW 2 of 14 34]. The oxophilic nature of Sn(IV) centers allows them to easily form stable six-coordinate complexes with the two trans-axial oxyanion ligands [35][36][37][38][39][40][41]. These synthetic Sn(IV) porphyrin-based nanostructures not only are of interest for solar energy technologies but also have potential applications as photonic (optoelectronic) materials in various micro-and nanoscale electronic devices [42][43][44].…”

Section: Introductionmentioning

confidence: 99%

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Supramolecular Porphyrin Nanostructures Based on Coordination-Driven Self-Assembly and Their Visible Light Catalytic Degradation of Methylene Blue Dye

Shee

Kim

2020

Nanomaterials

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A series of porphyrin triads (1–4), in which each triad is composed of a Sn(IV) porphyrin and two free-base (or Zn(II)) porphyrins, was synthesized and their self-assembled nanostructures were studied. Depending on the substituent on porphyrin moieties, each triad was self-assembled into a different nanostructure. In particular, the cooperative coordination of 3-pyridyl groups in the Sn(IV) porphyrin with the axial Zn(II) porphyrins in triad 4 leads to forming uniform nanofibers with an average width of 10–22 nm. Other triads without the coordinating interaction between the central Sn(IV) porphyrin and the axial porphyrins formed irregularly shaped aggregates in contrast. The morphologies of nanofiber changed drastically upon the addition of pyrrolidine, in which pyrrolidine molecules break down the self-assembly process by coordinating with the axial Zn(II) porphyrins. All porphyrin aggregates exhibited efficient photocatalytic performances on the degradation of methylene blue dye under visible light irradiation. The degradation efficiencies after 2 h were observed to be between 70% and 95% for the aggregates derived from the four triads.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Supramolecular Porphyrin Nanostructures Based on Coordination-Driven Self-Assembly and Their Visible Light Catalytic Degradation of Methylene Blue Dye

Shee

Kim

2020

Nanomaterials

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“…Sn(IV)-porphyrins are ideal scaffolds, as they can readily form stable six-coordinate complexes with two trans-axial oxyanion ligands, such as carboxylates and alkoxides, due to the oxophilic nature of the Sn(IV) center. In addition, these complexes have attractive optical properties and are diamagnetic, meaning that structural information can be obtained from the NMR-active Sn nuclei [35][36][37][38][39].…”

Section: Introductionmentioning

confidence: 99%

Self-Assembled Nanomaterials Based on Complementary Sn(IV) and Zn(II)-Porphyrins, and Their Photocatalytic Degradation for Rhodamine B Dye

Shee

Kim

2021

Molecules

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A series of porphyrin triads (1–6), based on the reaction of trans-dihydroxo-[5,15-bis(3-pyridyl)-10,20-bis(phenyl)porphyrinato]tin(IV) (SnP) with six different phenoxy Zn(II)-porphyrins (ZnLn), was synthesized. The cooperative metal–ligand coordination of 3-pyridyl nitrogens in the SnP with the phenoxy Zn(II)-porphyrins, followed by the self-assembly process, leads to the formation of nanostructures. The red-shifts and remarkable broadening of the absorption bands in the UV–vis spectra for the triads in CHCl3 indicate that nanoaggregates may be produced in the self-assembly process of these triads. The emission intensities of the triads were also significantly reduced due to the aggregation. Microscopic analyses of the nanostructures of the triads reveal differences due to the different substituents on the axial Zn(II)-porphyrin moieties. All these nanomaterials exhibited efficient photocatalytic performances in the degradation of rhodamine B (RhB) dye under visible light irradiation, and the degradation efficiencies of RhB in aqueous solution were observed to be 72~95% within 4 h. In addition, the efficiency of the catalyst was not impaired, showing excellent recyclability even after being applied for the degradation of RhB in up to five cycles.

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“…Porphyrin materials are attractive building blocks for forming self-assembled, highly ordered supramolecular structures [ 9 , 10 , 11 ]. Porphyrin compounds are important because of their symmetric aromatic structures and excellent electronic and photophysical properties, and are used for catalysis [ 12 , 13 , 14 ]. Porphyrin molecules self-assemble to form large-scale aggregates with well-defined nanostructures of definite sizes, shapes, and dimensions.…”

Section: Introductionmentioning

confidence: 99%

Spectrophotometric Study of Bridging N-Donor Ligand-Induced Supramolecular Assembly of Conjugated Zn-Trisporphyrin with a Triphenylamine Core

2021

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This article studies the supramolecular assembly behavior of a Zn-trisporphyrin conjugate containing a triphenylamine core (1) with bridging N-donor ligands using the UV-vis spectrophotometric titration method at micromolar concentrations. Our results show that pyridine, a non-bridging ligand, formed a 3:1 open complex with 1. The corresponding binding constant was estimated to be (2.7 ± 0.15) × 1014 M−3. In contrast, bridging ligands, 4,4-bipyridine (BIPY) and 1,3-di(4-pyridyl)propane (DPYP), formed stable 3:2 double-decker complexes with 1 in solution, which collapsed to yield a 3:1 open complex when excess BIPY or DPYP was added. The binding constants for forming BIPY and DPYP double-decker complexes were estimated to be (9.26 ± 0.07) × 1027 M−4 and (3.62 ± 0.16) × 1027 M−4, respectively. The UV-vis titration profiles supported the conclusion that the degradation of the 3:2 double-decker 1∙BIPY complex is less favorable compared to that of 1∙DPYP. Consequently, the formation of the 3:1 1∙DPYP open complex proceeded more readily than that of 1∙BIPY.

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Fluorescent chemosensing for aromatic compounds by a supramolecular complex composed of tin(iv) porphyrin, viologen, and cucurbit[8]uril

Abstract: We report a supramolecular system with tin(iv) porphyrin, viologen, and cucurbit[8]uril, which is capable of fluorescent chemosensing for aromatic compounds.

Cited by 27 publications

References 25 publications

Supramolecular Porphyrin Nanostructures Based on Coordination-Driven Self-Assembly and Their Visible Light Catalytic Degradation of Methylene Blue Dye

Supramolecular Porphyrin Nanostructures Based on Coordination-Driven Self-Assembly and Their Visible Light Catalytic Degradation of Methylene Blue Dye

Self-Assembled Nanomaterials Based on Complementary Sn(IV) and Zn(II)-Porphyrins, and Their Photocatalytic Degradation for Rhodamine B Dye

Spectrophotometric Study of Bridging N-Donor Ligand-Induced Supramolecular Assembly of Conjugated Zn-Trisporphyrin with a Triphenylamine Core

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