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Wollenweber, Markus; Etzkorn, Markus; Reinbold, Jens; Wahl, Fabian; Voss, Torsten; Melder, Johann‐Peter; Grund, Clemens; Pinkos, Rolf; Hunkler, Dieter; Keller, Manfred; Wörth, Jürgen; Knothe, Lothar; Prinzbach, Horst

doi:10.1002/1099-0690(200012)2000:23<3855::aid-ejoc3855>3.3.co;2-1

Cited by 9 publications

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“…The free acetate ion was found to form hydrogen bonds with the N-H groups of L and remains in the channels. Interestingly, the water molecules in the channels exhibited cagelike one-dimensional aggregates, which propagate along the c-axis via O w -H⋯O w hydrogen bonds ( 12 These one-dimensional chains were anchored by the walls of the channels via O-H⋯O hydrogen bonds between free water molecules and coordinated water molecules, amide O-atoms or free acetate ions. Notably, with the exception of O5w all the other five free water molecules were found to engage in four hydrogen bonds.…”

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confidence: 99%

One-dimensional water cages with repeat units of (H₂O)₂₄resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

et al. 2015

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A 3D-coordination polymer was shown to trap one-dimensional polyhedral water cages consisting of repeat units of ĲH 2 O) 24 , the geometry of which resembles the exotic organic molecule pagodane. Further, this material exhibited proton conduction ability and tunable luminescence emission by adsorption of anionic dyes such as the fluorescein dianion.In recent years special attention has been paid to the design and synthesis of microporous materials, in particular, metalorganic frameworks (MOFs) or covalent organic frameworks (COFs) for gas storage and separation purposes. 1 These materials contain well-defined pores and possess the ability to incorporate several guest molecules and assemblies of guest molecules which otherwise can't be realized. 2 For example, a variety of water clusters with different sizes and shapes have been reported in the past which afford some information related to the anomalous behaviour of bulk water, but it is still a little understood liquid. 3 On the other hand, infinite chains of water molecules, hydrogen bonded water clusters and metal-coordinated water molecules have been shown to have a potential to act as proton carriers under humid as well as anhydrous conditions. 4 Proton-conducting materials are of importance for developing electrochemical cells such as fuel cells, electrochemical sensors, electrochemical reactors, and electrochromic devices. Fuel cells are thought to be one of the alternative energy sources for the next generation. 5,6 Proton conductivity can mediate the process of conversion of energy from one form into another by involving the transfer of protons in proton exchange membrane fuel cells (PEMFCs) where the proton conducting materials are being used as the membrane electrolyte. Proton conduction within a hydrogenbonded water cluster is anticipated with the formation of H 3 O + within the network where the transfer of a proton occurs with a simultaneous rearrangement between nearby H 2 O molecules following the Grotthuss or proton-hopping mechanism. 7,8 In MOFs and COFs, the hydrophobic nature of the channels/cavities can be effectively tailored toward a hydrophilic nature by introducing functional groups that are capable of forming hydrogen bonds to the backbone of the linear exobidentate ligands. The organic backbone in MOFs serves as an anchor for the inclusion and self-organization of free water molecules into various ordered aggregates via hydrogen bonding. 9 To date, several varieties of water clusters consisting of discrete assemblies such as tetramers, pentamers, hexamers, octamers, decamers and polyhedral cages, one-dimensional chains and helices and twodimensional layers have been identified in the crystal lattices of MOFs. 10 However, to the best of our knowledge no onedimensional polyhedral cage structure of water molecules was reported to date. Herein, we report one such example of a 3D-coordination polymer (CP) containing one-dimensional water cages with a repeat unit of ĲH 2 O) 24 , the geometry of which resembles the organic molecule pagodane. ...

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confidence: 99%

One-dimensional water cages with repeat units of (H₂O)₂₄resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

et al. 2015

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“…Concentration in vacuo yielded colorless crystals (69 mg, 97 %). 1 (1α,2α,7α,8α,9β,10α,13α,14β) Dimethyl (1α,2α,7α,8α,9β,10α,13α,14β) (1α,2α,7α,8α,9β,10α,13α,14β)…”

Section: Methodsmentioning

confidence: 99%

“…The benzo/pyridazino cyclodimers 32a and 32b are extremely acid-sensitive. Chromatography of the photoequilibrium mixtures even on deactivated silica gel (triethylamine), unproblematic with benzo/benzo dimers, [1] caused…”

Section: Benzo/pyridazino[6+6]photocycloadditionsmentioning

confidence: 99%

“…Isomer 7 and the higher homolog 9 remained unchanged. [1,12,13] Replacement of one or both [12c] benzene rings in 1 by variously substituted pyridazine rings was part of our continuing efforts to correlate structural and electronic substrate properties with the photochemical response and hopefully extend the preparative-synthetic potential of the respective syn-o,o-(hetero)arene/(hetero)arene dimers as intermediates to azacages of type 3, 4 and 5. [2] Here we detail our photochemical study with the benzo/pyridazino systems (Scheme 2) and present explorative experiments directed at novel (aza)cage molecules.…”

Section: Introductionmentioning

confidence: 99%

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[6+6]Photocycloadditions in Face‐to‐Face Benzo/Pyridazino Substrates – En Route to Azapagodanes

et al. 2007

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In two specifically constructed rigid, proximate, “face‐to‐face” benzo/pyridazino systems (shortest π,π distances ca. 3 Å) photoequilibration with the photo[6+6]cycloadducts has been established by 254‐nm irradiation (ratios ca. 2:1). The failure to observe such “benzene/heteroarene” photodimers for differently substituted benzo/pyridazino analogues is related to unfavorable UV absorption characteristics of the respective pair of photoisomers as determined by their acceptor/donor substituents. The highly strained photo[6+6]cycloadducts are sufficiently thermally persistent toenable the addition of standard dienophiles, thus openingaccess to novel azapagodane‐type cage molecules. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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“…As for the lower homolog, the "twisted" derivative [2.2.2.2]isopagodane could be prepared, 24 yet, various attempts of oxidation did not provide EPR spectra.…”

Section: Pagodane and Its Derivativesmentioning

confidence: 99%

Unusual Structures of Radical Ions in Carbon Skeletons: Nonstandard Chemical Bonding by Restricting Geometries

Gescheidt

2009

Carbon‐Centered Free Radicals and Radical Cations

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Cited by 9 publications

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One-dimensional water cages with repeat units of (H₂O)₂₄resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

One-dimensional water cages with repeat units of (H₂O)₂₄resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

[6+6]Photocycloadditions in Face‐to‐Face Benzo/Pyridazino Substrates – En Route to Azapagodanes

Unusual Structures of Radical Ions in Carbon Skeletons: Nonstandard Chemical Bonding by Restricting Geometries

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Cited by 9 publications

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One-dimensional water cages with repeat units of (H2O)24resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

One-dimensional water cages with repeat units of (H2O)24resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

[6+6]Photocycloadditions in Face‐to‐Face Benzo/Pyridazino Substrates – En Route to Azapagodanes

Unusual Structures of Radical Ions in Carbon Skeletons: Nonstandard Chemical Bonding by Restricting Geometries

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One-dimensional water cages with repeat units of (H₂O)₂₄resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes

One-dimensional water cages with repeat units of (H₂O)₂₄resembling pagodane trapped in a 3D coordination polymer: proton conduction and tunable luminescence emission by adsorption of anionic dyes