Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 50, Pages 20142-20145Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja209602z
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Funding
- National Science Foundation (NSF) [CHE-080942, CHE-1112195]
- Alfred P. Sloan Foundation
- Alexander-von-Humboldt Foundation
- Direct For Mathematical & Physical Scien [1112195] Funding Source: National Science Foundation
- Division Of Chemistry [1112195] Funding Source: National Science Foundation
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A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.
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