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 language | English |
|---|---|
| Pages (from-to) | 4281-4286 |
| Number of pages | 6 |
| Journal | Journal of the American Chemical Society |
| Volume | 136 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 2014 Mar 19 |
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All Science Journal Classification (ASJC) codes
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
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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 journal › Article
TY - JOUR
T1 - A hybrid macrocycle with a pyridine subunit displays aromatic character upon uranyl cation complexation
AU - Ho, I. Ting
AU - Zhang, Zhan
AU - Ishida, Masatoshi
AU - Lynch, Vincent M.
AU - Cha, Won Young
AU - Sung, Young Mo
AU - Kim, Dongho
AU - Sessler, Jonathan L.
PY - 2014/3/19
Y1 - 2014/3/19
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84896498972&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84896498972&partnerID=8YFLogxK
U2 - 10.1021/ja412520g
DO - 10.1021/ja412520g
M3 - Article
AN - SCOPUS:84896498972
VL - 136
SP - 4281
EP - 4286
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 11
ER -