Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published September 30, 2009 | Supplemental Material
Journal Article Open

Switching and Extension of a [c2]Daisy-Chain Dimer Polymer


We report the synthesis of a [c2]daisy-chain dimer via ruthenium-catalyzed ring-closing olefin metathesis. Confirmation of the interlocked nature of the structure was achieved through single-crystal X-ray diffraction analysis. The dimer could be readily switched from the bound to the unbound conformation by treatment with 3.0 equiv of KOH and subsequently reprotonated by treatment with 3.0 equiv of HPF_6. Azide functionalization of the dimer enabled incorporation in linear step-growth polymer chains using the alkyne-azide "click" reaction. Gel permeation chromatography coupled with multiangle laser light scattering analysis showed the polymers contained 22 dimers and had a radius of gyration of 14.8 nm. Acylation of the amines of the dimers sterically forced elongation of the interlocked units, and MALLS analysis of the polymer showed a 48% increase in the R_g (21.4 nm).

Additional Information

© 2009 American Chemical Society. Received July 16, 2009; Publication Date (Web): September 3, 2009. We thank Dr. Erin Guidry and Prof. J. Fraser Stoddart for useful discussions. The ruthenium metathesis catalyst was received as a generous gift from Materia, Inc. We thank Lawrence M. Henling for X-ray crystallographic data. The work was supported by the Office of Naval Research through its MURI program and the NSF (NSF CHE-0809418).

Attached Files

Supplemental Material - ja905924u_si_001.cif

Supplemental Material - ja905924u_si_002.qt

Supplemental Material - ja905924u_si_003.pdf


Files (25.4 MB)
Name Size Download all
12.7 MB Preview Download
12.7 MB Download
26.1 kB Download

Additional details

August 19, 2023
October 19, 2023