A second generation motorized nanocar was designed, synthesized, and imaged. To verify structural integrity, NMR-based COSY, NOESY, DEPT, HSQC, and HMBC experiments were conducted on the intermediate motor. All signals in (1)H NMR were unambiguously assigned, and the results were consistent with the helical structure of the motor. The nanocar was deposited on a Cu(111) surface, and single intact molecules were imaged by scanning tunneling microscopy (STM) at 5.7 K, thereby paving the way for future single-molecule studies of this motorized nanocar atop planar substrates.
The convergent synthesis of inherently highly fluorescent nanocars incorporating 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-containing axles and p-carborane wheels is reported. These nanocars are expected to exhibit rolling motion with predetermined patterns over smooth surfaces, depending on their chassis. Their quantum yields of fluorescence (Phi(F) > 0.7) make them excellent candidates for imaging and tracking by single-molecule fluorescence microscopy. An analogue as a stationary control with tert-butyl groups instead of p-carborane wheels was also synthesized.
We monitored the mobility of individual fluorescent nanocars on three surfaces: plasma cleaned, reactive ion etched, and amine-functionalized glass. Using single-molecule fluorescence imaging, the percentage of moving nanocars and their diffusion constants were determined for each substrate. We found that the nanocar mobility decreased with increasing surface roughness and increasing surface interaction strength.
The synthesis and ring-opening metathesis polymerization (ROMP) activity of two nanocars functionalized with an olefin metathesis catalyst is reported. The nanocars were attached to a Hoveyda-Grubbs first- or second-generation metathesis catalyst via a benzylidene moiety. The catalytic activity of these nanocars toward ROMP of 1,5-cyclooctadiene was similar to that of their parent catalysts. The activity of the Hoveyda-Grubbs first-generation catalyst-functionalized nanocar was further tested with polymerization of norbornene. Hence, the prospect is heightened for a ROMP process to propel nanocars across a surface by providing the translational force.
In an effort to elucidate the mechanism of movement of nanovehicles on nonconducting surfaces, the synthesis and optical properties of five fluorescently tagged nanocars are reported. The nanocars were specifically designed for studies by single-molecule fluorescence spectroscopy and bear a tetramethylrhodamine isothiocyanate fluorescent tag for excitation at 532 nm. The molecules were designed such that the arrangement of their molecular axles and p-carborane wheels relative to the chassis would be conducive to the control of directionality in the motion of these nanovehicles.
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