@article{3f5b1bfa08b24546a6e5fd8447292311,
title = "Diverse Proton-Conducting Nanotubes via a Tandem Macrocyclization and Assembly Strategy",
abstract = "Macrocycles 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. ",
author = "Strauss, {Michael J.} and Manping Jia and Evans, {Austin M.} and Ioannina Castano and Li, {Rebecca L.} and Xavier Aguilar-Enriquez and Roesner, {Emily K.} and Swartz, {Jeremy L.} and Chavez, {Anton D.} and Enciso, {Alan E.} and Stoddart, {J. Fraser} and Marco Rolandi and Dichtel, {William R.}",
note = "Funding Information: This work was funded by the Army Research Office through the Multidisciplinary University Research Initiative (MURI; W911NF-15-1-04477, to W.R.D.). M.J.S was supported by the National Science Foundation (NSF) through the Graduate Research Fellowship Program (GRFP) under Grant No. DGE-1842165. M.J.S. is partially supported by the Ryan Fellowship and the International Institute for Nanotechnology. A.M.E. was supported by the NSF through the GRFP under Grant No. DGE-1324585. I.C. was supported by the NSF through the GRFP under Grant No. DGE-1842165. X.A.E. was supported by the NSF through the GRFP under Grant No. DGE-1842165. J.L.S. was supported by the NSF through the GRFP under Grant No. DGE-1842165. This work made use of the Integrated Molecular Structure Education and Research Center (IMSERC) at Northwestern University, which has received support from the NSF (CHE-1048773), the Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF; NNCI-1542205), the State of Illinois, and the International Institute for Nanotechnology (IIN). This work also made use of the Scanned Probe Imaging and Development (SPID), and the Electron Probe Instrumentation Center (EPIC), facilities of Northwestern University{\textquoteright}s Atomic and Nanoscale Characterization Experiment Center (NUANCE), which has received support from the Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF; ECCS-1542205); the MRSEC program (NSF; DMR-1720139) at the Materials Research Center; the International Institute for Nanotechnology (IIN); the Keck Foundation; and the State of Illinois. Instruments used in this work were also supported by the Northwestern University Keck Biophysics Facility and a Cancer Center Support Grant (NCI CA060553). Parts of this work were performed at the DuPont-Northwestern-Dow Collaborative Access Team (DND-CAT) located at Sector 5 of the Advanced Photon Source (APS) at Argonne National Lab. This research used resources of the Advanced Photon Source and the Center for Nanoscale Materials, both U.S. Department of Energy (DOE) Office of Science User Facilities operated for the DOE Office of Science by Argonne National Laboratory under Grant No. DGE-1324585. M.J. and M.R. thank the W.M. Keck Center for Nanoscale Optofluidics, the California Institute for Quantitative Biosciences (QB3), and the Army Research Office under award number W911NF-17-1-0460 for equipment and facilities support, and funding from the Defense Advanced Research Projects Agency (DARPA) and the Department of Interior under award No. D20AC00003. We acknowledge Prof. Julia Kalow for the use of her GPC instrument. We also acknowledge Prof. Christine Luscombe for helpful discussions. Publisher Copyright: {\textcopyright} 2021 Authors.",
year = "2021",
month = jun,
day = "2",
doi = "10.1021/jacs.1c02789",
language = "English (US)",
volume = "143",
pages = "8145--8153",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "21",
}