4.8 Article

Fluorescence Control of Boron Enaminoketonate Using a Rotaxane Shuttle

Journal

ORGANIC LETTERS
Volume 15, Issue 18, Pages 4686-4689

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401984j

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Funding

  1. MEXT, Japan [24685023, 25102510]
  2. Grants-in-Aid for Scientific Research [24106710, 24685023, 25102510] Funding Source: KAKEN

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The effect of rotaxane shuttling on the fluorescence properties of a fluorophore was investigated by exploiting fluorophore-tethered [2]rotaxanes. A fluorescent boron enaminoketonate (BEK) moiety was introduced in a rotaxane via transformation of an isoxazole unit generated as a result of an end-capping reaction using a nitrile N-oxide. The rotaxane exhibited a red shift of the fluorescence maximum along with a remarkable enhancement of the fluorescence quantum yield through wheel translation to the fluorophore.

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