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Article: Diverse Proton-Conducting Nanotubes via a Tandem Macrocyclization and Assembly Strategy

TitleDiverse Proton-Conducting Nanotubes via a Tandem Macrocyclization and Assembly Strategy
Authors
Issue Date2021
Citation
Journal of the American Chemical Society, 2021, v. 143, n. 21, p. 8145-8153 How to Cite?
AbstractMacrocycles that assemble into nanotubes exhibit emergent properties stemming from their low dimensionality, structural regularity, and distinct interior environments. We report a versatile strategy to synthesize diverse nanotube structures in a single, efficient reaction by using a conserved building block bearing a pyridine ring. Imine condensation of a 2,4,6-triphenylpyridine-based diamine with various aromatic dialdehydes yields chemically distinct pentagonal [5 + 5], hexagonal [3 + 3], and diamond-shaped [2 + 2] macrocycles depending on the substitution pattern of the aromatic dialdehyde monomer. Atomic force microscopy and in solvo X-ray diffraction demonstrate that protonation of the macrocycles under the mild conditions used for their synthesis drives assembly into high-aspect ratio nanotubes. Each of the pyridine-containing nanotube assemblies exhibited measurable proton conductivity by electrochemical impedance spectroscopy, with values as high as 10-3 S m-1 (90% R.H., 25 °C) that we attribute to differences in their internal pore sizes. This synthetic strategy represents a general method to access robust nanotube assemblies from a universal pyridine-containing monomer, which will enable systematic investigations of their emergent properties.
Persistent Identifierhttp://hdl.handle.net/10722/333701
ISSN
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorStrauss, Michael J.-
dc.contributor.authorJia, Manping-
dc.contributor.authorEvans, Austin M.-
dc.contributor.authorCastano, Ioannina-
dc.contributor.authorLi, Rebecca L.-
dc.contributor.authorAguilar-Enriquez, Xavier-
dc.contributor.authorRoesner, Emily K.-
dc.contributor.authorSwartz, Jeremy L.-
dc.contributor.authorChavez, Anton D.-
dc.contributor.authorEnciso, Alan E.-
dc.contributor.authorStoddart, J. Fraser-
dc.contributor.authorRolandi, Marco-
dc.contributor.authorDichtel, William R.-
dc.date.accessioned2023-10-06T05:21:42Z-
dc.date.available2023-10-06T05:21:42Z-
dc.date.issued2021-
dc.identifier.citationJournal of the American Chemical Society, 2021, v. 143, n. 21, p. 8145-8153-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10722/333701-
dc.description.abstractMacrocycles that assemble into nanotubes exhibit emergent properties stemming from their low dimensionality, structural regularity, and distinct interior environments. We report a versatile strategy to synthesize diverse nanotube structures in a single, efficient reaction by using a conserved building block bearing a pyridine ring. Imine condensation of a 2,4,6-triphenylpyridine-based diamine with various aromatic dialdehydes yields chemically distinct pentagonal [5 + 5], hexagonal [3 + 3], and diamond-shaped [2 + 2] macrocycles depending on the substitution pattern of the aromatic dialdehyde monomer. Atomic force microscopy and in solvo X-ray diffraction demonstrate that protonation of the macrocycles under the mild conditions used for their synthesis drives assembly into high-aspect ratio nanotubes. Each of the pyridine-containing nanotube assemblies exhibited measurable proton conductivity by electrochemical impedance spectroscopy, with values as high as 10-3 S m-1 (90% R.H., 25 °C) that we attribute to differences in their internal pore sizes. This synthetic strategy represents a general method to access robust nanotube assemblies from a universal pyridine-containing monomer, which will enable systematic investigations of their emergent properties.-
dc.languageeng-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titleDiverse Proton-Conducting Nanotubes via a Tandem Macrocyclization and Assembly Strategy-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jacs.1c02789-
dc.identifier.pmid34003631-
dc.identifier.scopuseid_2-s2.0-85107711192-
dc.identifier.volume143-
dc.identifier.issue21-
dc.identifier.spage8145-
dc.identifier.epage8153-
dc.identifier.eissn1520-5126-
dc.identifier.isiWOS:000659443000030-

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