In:
Angewandte Chemie, Wiley, Vol. 131, No. 28 ( 2019-07-08), p. 9713-9720
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 ‐isomerism, through coverage‐driven hierarchical polymorphic transitions of supramolecular assemblies of highly symmetric π‐conjugated molecules. Four coverage‐dependent phases of dehydrobenzo[12]annulene were uniformly fabricated on Ag(111), exhibiting unique chiral characteristics from the single‐molecule level to two‐dimensional supramolecular assemblies. All coverage‐driven phase transitions stem from adsorption‐induced pseudo‐diastereomerism, and our observation of a lemniscate‐type (∞) supramolecular configuration clearly reveals a drastic chiral phase transition from an enantiomeric chiral domain to a meso ‐isomeric achiral domain. These findings provide new insights into controlling two‐dimensional chiral architectures on surfaces.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v131.28
DOI:
10.1002/ange.201904290
Language:
English
Publisher:
Wiley
Publication Date:
2019
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514305-6
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505872-7
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1479266-7
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506259-7
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