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It appears that the main contribution to this rotational barrier is the very weak interaction between the acidic proton on the fullerene cage and the lone pair electrons on the oxygen atom in the methoxy group because such interaction is missing in the other two model compounds and ethyl and methoxy groups should be similar in terms of sterics. Further confirmation applying B3LYP/6-31G* level of theory to the O and 180° rotations of the methoxy model predicted the barrier height to be only 0.54 kcal/mol.
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15N CPMAS spectrum of the model compound dibenzo[a,c]phenazine.
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See Supporting Information for the STM images of nanotrucks 1a and 1b.
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The observed 2-D motion of the molecules, instead of the expected 1-D motion, can be explained by the ability of the fullerenes to rotate independently of one another, giving rise to a pivoting motion of the molecule on the small atomic corrugation of a Au(111) substrate.
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A supplemental movie for this series of images can be found at our website: http//tourserver.rice.edu/movies/.
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The onset temperature for decomposition as studied by thermogravimetric analysis on fullerene-wheel model compounds: see Supporting Information.
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