Modular synthesis of bipyridinium oligomers and corresponding donor-acceptor oligorotaxanes with crown ethers

Chris M. Gothard, Carson J. Bruns, Nosheen A. Gothard, Bartosz A. Grzybowski, J. Fraser Stoddart*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Donor-acceptor [4]- and [6]rotaxanes have been prepared from bipyridinium (BIPY 2+) oligomers and 1,5-dinaphtho[38]crown-10 (DN38C10) by a threading-followed-by-stoppering protocol employing click chemistry. An efficient, straightforward route to the BIPY 2+ oligomers has been developed that requires little to no chromatographic purification. Unlike most donor-acceptor oligorotaxanes that have been reported to date, 100% of the recognition sites on the dumbbells are occupied by rings.

Original languageEnglish (US)
Pages (from-to)5066-5069
Number of pages4
JournalOrganic Letters
Volume14
Issue number19
DOIs
StatePublished - Oct 5 2012

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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