4.8 Article

Cavity-Directed Chromism of Phthalein Dyes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 22, Pages 7043-7046

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b03618

Keywords

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Funding

  1. [24000009]
  2. [25708008]
  3. Grants-in-Aid for Scientific Research [24000009, 15K13665, 25708008] Funding Source: KAKEN

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Phthalein dyes in the quinone dianion form (pseudo-D-3, colored) are transformed into the lactone dianion form (pseudo-T-d, colorless) through encapsulation in a T-d-symmetric host even under basic conditions (pH similar to 10). The compatibility in size and symmetry between the lactone and the cavity is essential to the transformation. Upon addition of a guest that strongly binds to the cavity, the encapsulated phenolphthalein is expelled, the color of the basic solution is regained, and the host guest complexation is thus visualized.

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