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Title |
On-surface evolution of meso-isomerism in two-dimensional supramolecular assemblies |
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Author list |
Park, Juyeon; Kim, Ju-Hyung; Bak, Sunmi; Tahara, Kazukuni; Jung, Jaehoon; Kawai, Maki; Tobe, Yoshito; Kim, Yousoo
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Publication date |
2019/07
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Citation information |
Angewandte Chemie International Edition, 58, 9611 (2019)
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DOI |
10.1002/anie.201904290 |
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Graphical Abstract |
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Abstract |
Chiral structures created through the adsorption of molecules onto achiral surfaces play pivotal roles in many fields of science and engineering. Here, we present a systematic study of a novel chiral phenomenon on a surface in terms of organizational chirality, that is, meso-somerism, through coverage-riven hierarchical polymorphic transitions of supramolecular assemblies of highly symmetric π-onjugated molecules. Four coverage-ependent phases of dehydrobenzo[12]annulene were uniformly fabricated on Ag(111), exhibiting unique chiral characteristics from the single-olecule level to two-imensional supramolecular assemblies. All coverage-riven phase transitions stem from adsorption-nduced pseudo-diastereomerism, and our observation of a lemniscate-ype ( supramolecular configuration clearly reveals a drastic chiral phase transition from an enantiomeric chiral domain to a meso-someric achiral domain. These findings provide new insights into controlling two-imensional chiral architectures on surfaces.
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