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Selenacrown Macrocycle in Aqueous Medium: Synthesis, Redox-Responsive Self-Assembly, and Enhanced Disulfide Formation Reaction
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-12-28 , DOI: 10.1021/acs.joc.0c02083
Jie Shang 1 , Bo Li 1 , Xin Shen 1 , Tiezheng Pan 1 , Zhiliyu Cui 1 , Yangxin Wang 1, 2 , Yan Ge 1 , Zhenhui Qi 1
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Organic selenides are famous for their coordination and catalytic functions in the organic phase, albeit challenging for aqueous medium. Herein, the combination of a hydrophilic body of crown ether and substitution of one oxygen atom with a selenium one provides a new type of design route for organic selenide entities with charming functions in aqueous solution. The selenacrown ether C9Se presented here intrinsically shows an amphiphile-like property. Its nanosphere structure in water readily expands the catalysis of organic selenide to aqueous substrates in thiol/disulfide conversion.

中文翻译:

水性介质中硒的大环:合成,氧化还原响应自组装和增强的二硫键形成反应。

有机硒化物以其在有机相中的配位和催化功能而闻名,尽管对水性介质具有挑战性。在此,冠醚的亲水体和一个氧原子被硒取代的结合为在水溶液中具有迷人功能的有机硒化物实体提供了一种新型的设计途径。此处呈现的硒冠醚C9Se本质上显示出两亲性质。其在水中的纳米球结构易于以硫醇/二硫化物转化形式将有机硒化物扩展为水性底物。
更新日期:2021-01-16
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