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

Research output: Contribution to journalArticle

30 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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Pyrroles
Complexation
Pyridine
Cations
Positive ions
Display devices
Electrons
Porphyrins
Electronic structure
pyridine

All Science Journal Classification (ASJC) codes

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

Cite this

Ho, I. T., Zhang, Z., Ishida, M., Lynch, V. M., Cha, W. Y., Sung, Y. M., ... Sessler, J. L. (2014). A hybrid macrocycle with a pyridine subunit displays aromatic character upon uranyl cation complexation. Journal of the American Chemical Society, 136(11), 4281-4286. https://doi.org/10.1021/ja412520g
Ho, I. Ting ; Zhang, Zhan ; Ishida, Masatoshi ; Lynch, Vincent M. ; Cha, Won Young ; Sung, Young Mo ; Kim, Dongho ; Sessler, Jonathan L. / A hybrid macrocycle with a pyridine subunit displays aromatic character upon uranyl cation complexation. In: Journal of the American Chemical Society. 2014 ; Vol. 136, No. 11. pp. 4281-4286.
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A hybrid macrocycle with a pyridine subunit displays aromatic character upon uranyl cation complexation. / Ho, I. Ting; Zhang, Zhan; Ishida, Masatoshi; Lynch, Vincent M.; Cha, Won Young; Sung, Young Mo; Kim, Dongho; Sessler, Jonathan L.

In: Journal of the American Chemical Society, Vol. 136, No. 11, 19.03.2014, p. 4281-4286.

Research output: Contribution to journalArticle

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AU - Ho, I. Ting

AU - Zhang, Zhan

AU - Ishida, Masatoshi

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AU - Sung, Young Mo

AU - Kim, Dongho

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