Three-state molecular shuttles operated using acid/base stimuli with distinct outputs.
Three-state molecular shuttles operated using acid/base stimuli with distinct outputs.
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DOI：
10.1039/c1ob05236e
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发表时间：
2011-06
影响因子：
3.2
通讯作者：
Y. Tokunaga;M. Kawabata;Nao Matsubara
中科院分区：
文献类型：
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作者：
Y. Tokunaga;M. Kawabata;Nao Matsubara
本文描述了两种[2]轮烷的酸/碱介导的三态翻译异构化，每种轮烷都含有N-烷基苯胺和N,N-二烷基胺中心作为螺纹二苯并[24]冠-8单元的结合位点。在中性条件下，二烷基胺单元主要通过质子的协同结合来识别冠醚组分；当两个氨基单元在酸性条件下质子化时，产生两种翻译异构体；强碱的添加导致苯胺-冠醚相互作用占主导地位。 [2]轮烷的哑铃形组件中具有 3,5-二苯基苯胺末端，其三种状态伴随着不同的吸收输出，可使用紫外光谱检测到。
This paper describes the acid/base-mediated three-state translational isomerization of two [2]rotaxanes, each containing N-alkylaniline and N,N-dialkylamine centers as binding sites for threaded dibenzo[24]crown-8 units. Under neutral conditions, the dialkylamine unit predominantly recognized the crown ether component through cooperative binding of a proton; when both amino units were protonated under acidic conditions, both translational isomers were generated; the addition of a strong base caused aniline-crown ether interactions to dominate. The three states of the [2]rotaxane featuring the 3,5-diphenylaniline terminus in its dumbbell-shaped component were accompanied by distinct absorptive outputs that were detectable using UV spectroscopy.