Tang Hua, Feng Tinglong, Wu Yating, Ge Chenqi, Fang Shuai, Wang Linjun, Li Hao
Department of Chemistry, Zhejiang University, Hangzhou 310058, China.
Zhejiang Key Laboratory of Excited-State Energy Conversion and Energy Storage, Department of Chemistry, Zhejiang University, Hangzhou 310058, China.
Org Lett. 2024 Oct 4;26(39):8335-8339. doi: 10.1021/acs.orglett.4c03041. Epub 2024 Sep 25.
Two triangular prismatic cages were synthesized by combining a trishydrazide and two bisformyl precursors in strongly acidic water, where the dynamic nature of hydrazone was turned ON. An anionic guest was used as the template to drive the cage formation. Performing counterion exchange removed both the template and the Brønsted acid. The removal of the latter afforded the cages' kinetic inertness by turning OFF the reversibility of hydrazone. The cages can thus be used for recognizing various guests in water without observable degradation, driven by the hydrophobic effect. Upon being accommodated within the cage cavities, an anthracene derivative was protected from UV-stimulated oxidation, which would occur otherwise in the bulk solution without the protection from the host.
通过在强酸性水中将三酰肼和两种双甲酰基前体结合，合成了两个三棱柱形笼状结构，在此过程中腙的动态特性被开启。使用一种阴离子客体作为模板来驱动笼状结构的形成。进行抗衡离子交换可去除模板和布朗斯特酸。去除后者通过关闭腙的可逆性赋予了笼状结构动力学惰性。因此，在疏水作用的驱动下，这些笼状结构可用于识别水中的各种客体而无明显降解。蒽衍生物被容纳在笼腔中后，可免受紫外线刺激的氧化，否则在没有主体保护的本体溶液中会发生这种氧化。
