A hybrid macrocycle with a pyridine subunit displays aromatic character upon uranyl cation complexation

I. Ting Ho, Zhan Zhang, Masatoshi Ishida, Vincent M. Lynch, Won Young Cha, Young Mo Sung, Dongho Kim, Jonathan L. Sessler

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33 Citations (Scopus)

Abstract

Reported here is a new hybrid macrocycle, cyclo[1]furan[1]pyridine[4] pyrrole (1), that bears analogy to the previously reported mixed heterocycle system cyclo[2]pyridine[4]pyrrole (2) and cyclo[6]pyrrole 3, an all-pyrrole 22 π-electron aromatic expanded porphyrin. The oxidized, dianionic form of 1, [1 - 4H]2-, has been characterized as its uranyl complex. In contrast to 2 and 3 and in spite of the presence of a 2,6-disubstituted pyridine subunit, the uranyl complex of [1 - 4H]2- displays solid-state structural and solution-phase spectroscopic features consistent with contributions to the overall electronic structure that involve a conjugated, (4n + 2) π-electron aromatic periphery.

Original languageEnglish
Pages (from-to)4281-4286
Number of pages6
JournalJournal of the American Chemical Society
Volume136
Issue number11
DOIs
Publication statusPublished - 2014 Mar 19

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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