A Chemically Driven Rotary Molecular Motor Based on Reversible Lactone Formation with Perfect Unidirectionality

被引:36
作者
Zhang, Yu [1 ]
Chang, Zhe [1 ]
Zhao, Heng [1 ]
Crespi, Stefano [2 ]
Feringa, Ben L. [2 ]
Zhao, Depeng [1 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab Chiral Mol & Drug Discover, Guangzhou 510006, Peoples R China
[2] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
来源
CHEM | 2020年 / 6卷 / 09期
基金
中国国家自然科学基金; 欧盟地平线“2020”;
关键词
DIRECTED BIARYL SYNTHESIS; DYNAMIC CONTROL; TWIST ANGLES; ROTATION; MOTION; BIPHENYL;
D O I
10.1016/j.chempr.2020.07.025
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Among the amazing variety of ingeniousmolecularmachines present in living organisms, enabling motility, responsiveness, and out-of-equilibrium behavior among others, rotary motors, such as the ATPase and bacterial flagellar motors, hold a special position. While these biological machines are mainly powered by chemical conversion and artificial light-driven rotary molecular motors have been well established, genuine chemically driven rotary motor systems are very limited. Here, we report a chemically powered rotary molecular motor based on biaryl structures that allows complete 360 degrees unidirectional rotation i.e., >99% based on simple esterification chemistry. All the stereoisomers involved in the 4-stage rotary process have been characterized using X-ray crystallography confirming the relative stereochemistry of each isomer in accordance with the sequential and complete stereoselective operation of the rotary system. Having established the basic principles of this novel molecular rotary motor, it will facilitate the design of more sophisticated future artificial machine systems driven solely by chemical energy.
引用
收藏
页码:2420 / 2429
页数:10
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