Simultaneous switching of supramolecular chirality and organizational chirality driven by Coulomb expansion

Shi, Ming-Xia; Xu, Jiyu; Sun, Kai; Tao, Min-Long; Yang, Jiyong; Yang, Da-Xiao; Wang, Zilong; Zuo, Liang; Wang, Junzhong; Xue, Qi‐Kun; Meng, Sheng

doi:10.1007/s12274-021-4058-8

Cited by 3 publications

(2 citation statements)

References 58 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, sometimes the surface symmetry breaking alone is insufficient to produce chiral supramolecular structures. To further induce symmetry breaking of achiral molecules, a practical approach is to modify the molecular arrangement by modulating the intermolecular interactions. − For example, metal-coordination interactions can provide additional flexibility in breaking the symmetry, which can serve as a tuning knob to further control the chirality of self-assembled supramolecular structures. − Moreover, the linking of molecular building blocks by strong metal–organic coordination bonds (also known as reticular chemistry) allows the formation of stable chiral networks with atomically precise structures and hence tailored functionalities.…”

Section: Introductionmentioning

confidence: 99%

Tuning Chirality of Self-Assembled PTCDA Molecules on a Au(111) Surface by Na Coordination

Liang

Wang

et al. 2023

ACS Nano

View full text Add to dashboard Cite

Chiral nanostructures are much desired in many applications, such as chiral sensing, chiroptics, chiral electronics, and asymmetric catalysis. In building chiral nanostructures, the on-surface metal–organic self-assembly is naturally suitable in obtaining atomically precise structures, but that is under the premise that there are enantioselective assembly strategies to create large-scale homochiral networks. Here, we report an approach to build chiral metal–organic networks using 3,4,9,10-perylene tetracarboxylic dianhydride (PTCDA) molecules and low-cost sodium chloride (NaCl) in a controllable manner on Au(111). The chirality induction and transfer processes during network evolution with increased Na ion ratios were captured by scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and density functional theory (DFT) methodologies. Our findings show that Na ion incorporation into achiral PTCDA molecules partially breaks intermolecular hydrogen bonds and coordinates with carboxyl oxygen atoms, which initiates a collective sliding motion of PTCDA molecules along specific directions. Consequently, “molecular columns” linked by hydrogen bonds were formed in the rearranged Na-PTCDA networks. Notably, the direction of Na ion incorporation determines the chiral characteristic by guiding the sliding direction of the molecular columns, and chirality can be transferred from Na0.5PTCDA to Na1PTCDA networks. Furthermore, our results indicate that the chirality transferring process is disrupted when intermolecular hydrogen bonds are entirely replaced by Na ions at a high Na dopant concentration. Our study provides fundamental insights into the mechanism of coordination-induced chirality in metal–organic self-assemblies and offers potential strategies for synthesizing large homochiral metal–organic networks.

show abstract

Section: Introductionmentioning

confidence: 99%

Tuning Chirality of Self-Assembled PTCDA Molecules on a Au(111) Surface by Na Coordination

Liang

Wang

et al. 2023

ACS Nano

View full text Add to dashboard Cite

show abstract

“…12,13 When enantiomers are applied to the surface simultaneously, the presence of a small imbalance in the enantiomeric ratio can alter the adsorption system in favour of a single handedness. 14,15 As is known, the outcome of the self-assembling process relies on a series of factors, 16,17 including temperature, 18,19 electric field, 20 magnetic field 21 and the nature of the solvent. 22 Notably, the concentration of the assembled molecules has a striking influence on the formation of self-assembled architectures as well.…”

Section: Introductionmentioning

confidence: 99%

Concentration–modulated global organizational chirality at the liquid/solid interface

Chen

et al. 2023

Chem. Sci.

View full text Add to dashboard Cite

show abstract

Enantiopure molecules form apparently racemic monolayers of chiral cyclic pentamers

Heiner,

Handy,

Devlin

et al. 2024

Phys. Chem. Chem. Phys.

View full text Add to dashboard Cite

show abstract

Simultaneous switching of supramolecular chirality and organizational chirality driven by Coulomb expansion

Cited by 3 publications

References 58 publications

Tuning Chirality of Self-Assembled PTCDA Molecules on a Au(111) Surface by Na Coordination

Tuning Chirality of Self-Assembled PTCDA Molecules on a Au(111) Surface by Na Coordination

Concentration–modulated global organizational chirality at the liquid/solid interface

Enantiopure molecules form apparently racemic monolayers of chiral cyclic pentamers

Contact Info

Product

Resources

About