Planar molecules may break mirror symmetry when aligned on a surface, but both right- and left-handed forms will be created. Starting with a single-handed precursor, chiral adsorbates of planar hydrocarbons with a single handedness are formed in on-surface reactions.
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Ernst, KH. Single handedness in flatland. Nature Chem 9, 195–196 (2017). https://doi.org/10.1038/nchem.2728