Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering , East China University of Science and Technology , 130 Meilong Road , Shanghai 200237 , China.
Centre for Systems Chemistry, Stratingh Institute for Chemistry and Zernike Institute for Advanced Materials, Faculty of Mathematics and Natural Sciences , University of Groningen , Nijenborgh 4 , AG Groningen 9747 , The Netherlands.
J Org Chem. 2019 May 3;84(9):5790-5802. doi: 10.1021/acs.joc.9b00783. Epub 2019 Apr 24.
Designing artificial molecular machines to execute complex mechanical tasks, like coupling rotation and translation to accomplish transmission of motion, continues to provide important challenges. Herein, we demonstrated a novel molecular machine comprising a second-generation light-driven molecular motor and a bistable [1]rotaxane unit. The molecular motor can rotate successfully even in an interlocked [1]rotaxane system through a photoinduced cis-to -trans isomerization and a thermal helix inversion, resulting in concomitant transitional motion of the [1]rotaxane. The transmission process was elucidated via H NMR, H-H COSY, HMQC, HMBC, and 2D ROESY NMR spectroscopies, UV-visible absorption spectrum, and density functional theory calculations. This is the first demonstration of a molecular motor to rotate against the appreciably noncovalent interactions between dibenzo-24-crown-8 and N-methyltriazolium moieties comprising the rotaxane unit, showing operational capabilities of molecular motors to perform more complex tasks.
设计能够执行复杂机械任务的人工分子机器，如耦合旋转和平移以实现运动传递，仍然存在重要的挑战。在此，我们展示了一种由第二代光驱动分子马达和双稳态[1]轮烷单元组成的新型分子机器。通过光诱导的顺式-反式异构化和热螺旋反转，分子马达即使在互锁[1]轮烷系统中也能成功旋转，导致[1]轮烷的伴随过渡运动。通过 H NMR、H-H COSY、HMQC、HMBC 和 2D ROESY NMR 光谱、UV-可见吸收光谱和密度泛函理论计算阐明了传输过程。这是首次证明分子马达能够抵抗由轮烷单元组成的二苯并-24-冠-8 和 N-甲基三唑鎓部分之间的相当大的非共价相互作用而旋转，展示了分子马达执行更复杂任务的操作能力。
