Abstract
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-1 NMR,H-1-H-1 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.
Original language | English |
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Pages (from-to) | 5790-5802 |
Number of pages | 13 |
Journal | Journal of Organic Chemistry |
Volume | 84 |
Issue number | 9 |
DOIs | |
Publication status | Published - 3-May-2019 |
Keywords
- ROTARY MOTION
- DYNAMIC CONTROL
- ACCELERATION
- DISTANCE
- ROTOR