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

Journal of the American Chemical Society, ISSN: 1520-5126, Vol: 136, Issue: 11, Page: 4281-4286
2014
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Article Description

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], 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] 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. © 2014 American Chemical Society.

Bibliographic Details

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

American Chemical Society (ACS)

Chemical Engineering; Chemistry; Biochemistry, Genetics and Molecular Biology

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