An Artificial Channel Type Ionophore

Nolte, Roeland J. M.; Beijnen, A.J.M. van; Neevel, Johan G.; Zwikker, Jan W.; Verkley, A. J.; Drenth, W.

doi:10.1002/ijch.198400051

Cited by 31 publications

(13 citation statements)

References 18 publications

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“…Polyether‐based structures are particularly suitable for the transport of Na + and K + ions, and various approaches with this concept have been tested. Ion channels have been formed by the cylindrical packing of crown ether molecules9–12 or by the bundling together of poly(ethylene glycol) strands,13 but these strategies lead to an unfavorable energy barrier associated with a discontinuous transport process. A polyether helix structure should prevent this barrier; therefore, it should be considered the most effective way of obtaining polyether ionic channels.…”

Section: Introductionmentioning

confidence: 99%

Gold‐Catalyzed Intermolecular Addition of Carbonyl Compounds to 1,6‐Enynes: Reactivity, Scope, and Mechanistic Aspects

Schelwies

Moser

Dempwolff

et al. 2009

Chemistry A European J

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A full account of a recently discovered gold(I)-catalyzed reaction, a cycloaddition of carbonyl compounds to enynes yielding 2-oxabicyclo[3.1.0]hexanes with four stereogenic centers, is presented. The reaction proceeds with very high diastereoselectivity. The scope of the reaction has been investigated. In addition, experiments and DFT calculations concerning mechanistic aspects were carried out. The reaction course varies with the substitution pattern of the alkene moiety of the starting enyne. Branched olefins led to 2-oxabicyclo[3.1.0]hexanes; terminally substituted olefins proceeded with the incorporation of two carbonyl components to give hexahydrocyclopenta[d][1,3]dioxines.

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Section: Introductionmentioning

confidence: 99%

Gold‐Catalyzed Intermolecular Addition of Carbonyl Compounds to 1,6‐Enynes: Reactivity, Scope, and Mechanistic Aspects

Schelwies

Moser

Dempwolff

et al. 2009

Chemistry A European J

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“…2 Polyetherbased structures are particularly suitable for transporting Na ϩ and K ϩ ions because of the oxygen's weak coordinative capability, and various approaches based on this strategy have been tested. Ion channels have been formed by the cylindrical packing of crown ether molecules [3][4][5][6] or by the bundling together of poly(ethylene glycol) strands, 7 but these molecular devices lead to an unfavorable energy barrier associated with a discontinuous transport process. A polyether helix structure should prevent this barrier, and it should be considered the most effective way of obtaining polyether ionic channels.…”

Section: Introductionmentioning

confidence: 99%

Self‐organized liquid‐crystalline polyethers obtained by grafting tapered mesogenic groups onto poly(epichlorohydrin): Toward biomimetic ion channels

Ronda¹,

Reina²,

Cádiz³

et al. 2003

J. Polym. Sci. A Polym. Chem.

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A set of high-molecular-weight, new, side-chain liquid-crystalline polyethers was obtained by chemical modification of poly(epichlorohydrin) with potassium 3,4,5-tris[4-(n-dodecan-1-yloxy)benzyloxy]benzoate. The degree of modification depended on the reaction conditions and ranged from 39 to 58%. The highest value was an apparent modification plateau. NMR characterization indicated no side reactions of any kind (e.g., deshydrohalogenation). All random-grafted copolymers had hexagonal columnar mesophases with the exception of the least modified copolymer, which had a nematic columnar mesophase. X-ray diffraction experiments performed on mechanically oriented samples showed that tapered groups were tilted with respect to the column axes.

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“…Polyether‐based structures are particularly suitable for transporting Na + and K + ions because of the oxygen's weak coordinative capability, and various approaches based on this strategy have been tested. Ion channels have been formed by the cylindrical packing of crown ether molecules3–6 or by the bundling together of poly(ethylene glycol) strands,7 but these molecular devices lead to an unfavorable energy barrier associated with a discontinuous transport process. A polyether helix structure should prevent this barrier, and it should be considered the most effective way of obtaining polyether ionic channels.…”

Section: Introductionmentioning

confidence: 99%

Self‐organized liquid‐crystalline polyethers obtained by grafting tapered mesogenic groups onto poly(epichlorohydrin): Toward biomimetic ion channels 2

Ronda

Reina

Giamberini

2003

J. Polym. Sci. A Polym. Chem.

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A set of high‐molecular‐weight, new, side‐chain liquid‐crystalline polyethers was obtained by chemical modification of poly(epichlorohydrin) with potassium 3,4,5‐tris[4‐(n‐dodecan‐1‐yloxy)benzyloxy]benzoate. The degree of modification depended on the reaction conditions and ranged from 39 to 58%. The highest value was an apparent modification plateau. NMR characterization indicated no side reactions of any kind (e.g., deshydrohalogenation). All random‐grafted copolymers had hexagonal columnar mesophases with the exception of the least modified copolymer, which had a nematic columnar mesophase. X‐ray diffraction experiments performed on mechanically oriented samples showed that tapered groups were tilted with respect to the column axes. © 2003 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 326–340, 2004

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An Artificial Channel Type Ionophore

Cited by 31 publications

References 18 publications

Gold‐Catalyzed Intermolecular Addition of Carbonyl Compounds to 1,6‐Enynes: Reactivity, Scope, and Mechanistic Aspects

Gold‐Catalyzed Intermolecular Addition of Carbonyl Compounds to 1,6‐Enynes: Reactivity, Scope, and Mechanistic Aspects

Self‐organized liquid‐crystalline polyethers obtained by grafting tapered mesogenic groups onto poly(epichlorohydrin): Toward biomimetic ion channels

Self‐organized liquid‐crystalline polyethers obtained by grafting tapered mesogenic groups onto poly(epichlorohydrin): Toward biomimetic ion channels 2

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