A Water-Soluble pH-Triggered Molecular Switch
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- 作者：Sergio Grunder ; Psaras L. McGrier ; Adam C. Whalley ; Megan M. Boyle ; Charlotte Stern ; J. Fraser Stoddart
- 刊名：Journal of the American Chemical Society
- 出版年：2013
- 出版时间：November 27, 2013
- 年：2013
- 卷：135
- 期：47
- 页码：17691-17694
- 全文大小：328K
- 年卷期：v.135,no.47(November 27, 2013)
- ISSN：1520-5126
文摘
A bistable donor鈥揳cceptor [2]catenane, which is composed of a crown ether containing a hydroquinone unit and a 1,5-diaminonaphthalene unit, interlocked mechanically by cyclobis(paraquat-p-phenylene) as its tetrachloride, exists as a mixture of translational isomers, both in the solid state and in aqueous solution. UV/vis and 1H NMR spectroscopies demonstrate that this isomeric mixture can be switched in water in the presence of hydrochloric acid to afford a single diprotonated derivative in which only the hydroquinone unit resides inside the cavity of the tetracationic cyclophane. Treatment with 1,4-diazabicyclo[2.2.2]octane resets the molecular switch.