Cambiarenes: Single-Step Synthesis and Selective Zwitterion Binding of a Clip-Shaped Macrocycle with a Redox-Active Core

Riley J. Petersen, Brett J. Rozeboom, Shalisa M. Oburn, Nolan J. Blythe, Tanner L. Rathje, Javier A. Luna, Steven K. Kibby, Emily A. O'Brien, Kayleigh G. Rohr, Joshua R. Carpenter, Taylor L. Sanders, Andrew M. Johnson, Kristin M. Hutchins, Scott K. Shaw, Leonard R. MacGillivray, Jay Wm Wackerly

Research output: Contribution to journalArticlepeer-review

Abstract

A novel macrocyclic host molecule was synthesized that forms in a single step from commercially available starting materials. The core of the macrocycle backbone possesses two quinone rings and, thus, it is redox-active. Host–guest binding involving the clip-shaped cavity indicates selective binding of pyridine N-oxides based on the electron density of and steric bulk around the anionic oxygen.

Original languageEnglish
Pages (from-to)1928-1930
Number of pages3
JournalChemistry - A European Journal
Volume26
Issue number9
DOIs
StatePublished - Feb 11 2020

Keywords

  • host–guest systems
  • macrocycles
  • quinones
  • redox chemistry
  • supramolecular chemistry

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