Cyclodextrin-Isolated Alkynylpyrenes as UV-Stable and Blue-Light-Emitting Molecules Even in Condensed States

Cyclodextrin-Isolated Alkynylpyrenes as UV-Stable and Blue-Light-Emitting Molecules Even in Condensed States
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环糊精分离的炔基芘即使在凝聚态下也具有紫外线稳定性和蓝光发射分子

DOI:
10.1021/acs.orglett.6b00420
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发表时间:
2016
期刊:
影响因子:
5.2
通讯作者:
M. Shiro
M. Shiro
中科院分区:
化学1区
文献类型:
--
作者:
5.M. Inouye;A. Yoshizawa;M. Shibata;Y. Yonenaga;K. Fujimoto;T. Sakata;S. Matsumoto;M. Shiro

文献摘要

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用全甲基化的α-环糊精(PM-α-CD)包覆高发射性的炔基芘,然后进行封端反应,得到了基于炔基芘的[3]轮烷。[3]轮烷在亲油性、亲水性、甚至凝聚态等各种条件下只发射单体芘的蓝光,对紫外光表现出极高的稳定性。这些性质的产生是因为PM-α-CD,就像防弹玻璃一样,保护了炔基芘的核心免受另一个激发的炔基芘的攻击,以及由激发的炔基芘的能量转移产生的单线态氧的攻击。
Encapsulation of highly emissive alkynylpyrenes with permethylated α-cyclodextrin (PM-α-CD) followed by capping reaction yielded alkynylpyrene-based [3]rotaxanes. The [3]rotaxane emitted only blue light of monomeric pyrene under various circumstances such as lipophilic, hydrophilic, and even condensed states and exhibited extremely high stability for UV irradiation. These properties would result because PM-α-CD, like bulletproof glass, protected the alkynylpyrene core from the attack of another excited alkynylpyrene and singlet oxygen generated by the energy transfer from the excited alkynylpyrene.