Cavity-Directed Chromism of Phthalein Dyes

Cavity-Directed Chromism of Phthalein Dyes
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DOI:
10.1021/jacs.5b03618
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发表时间:
2015-06-10
影响因子:
15
通讯作者:
Fujita, Makoto
Fujita, Makoto
中科院分区:
化学1区
文献类型:
--
作者:
Takezawa, Hiroki;Akiba, Shouta;Fujita, Makoto

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醌二价阴离子形式的酞染料(假-D-3,有色)通过包封在T-d对称主体中甚至在碱性条件下(pH类似于10)转化为内酯二价阴离子形式(假-T-d,无色)。内酯和空腔之间的尺寸和对称性的兼容性对于转换是必不可少的。在加入与空腔强烈结合的客体后,包封的酚酞被排出,碱性溶液的颜色恢复,因此主客体络合被可视化。
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.