Helical Conformation Tunability via Hydrogen Bonding in Supramolecular Frameworks

Abstract

Hydrogen-bonded molecules and their dynamics are significantly important in chemistry and biology due to their widespread functionality. Besides their natural abundance and diversity, applications of molecules with dynamic conformations in artificial networks allow information storage and molecular motor design on the nanometer scale. Here, we report hydrogen-bonded molecular networks with tunable helical conformation on metal surfaces. The dynamics of helical conformation in two-dimensional hydrogenbond networks are triggered and resolved by scanning probe microscopy at the single-molecule level. In combination with theoretical calculations, the surfacespecific hydrogen bonds are identified as the origin of the dynamic helical conformation. Our results provide a distinctive access to molecular architecture with tunable helical conformation driven by hydrogenbond interaction on surfaces.

Toward Two-Dimensional Tessellation through Halogen Bonding between Molecules and On-Surface-Synthesized Covalent Multimers

“…Atomic-scale engineering of sophisticated two-dimensional (2D) organic nanoarchitectures composed of various building blocks is attracting increasing research interest [1][2][3][4]. This can be achieved by depositing differently shaped molecular building blocks on surfaces and taking advantage of molecular self-assembly through directive and selective intermolecular interactions, such as hydrogen [5][6][7] and halogen bonds [8][9][10][11][12][13][14]. Numerous multicomponent 2D nanoarchitectures have been achieved by taking advantage of hydrogen bonds [15][16][17][18][19][20], but multicomponent 2D nanoarchitectures stabilized by halogen bonds are more scarce.…”

Multiple Heterohelicenes: Synthesis, Properties and Applications**

“…Helicenes are composed of ortho-annulated aromatic rings which endowed with a helical chirality. [1][2][3][4][5] These polycyclic aromatic systems have attracted the attentions of chemists for decades, due to their appealing shape, optical and electronic properties, and applications in asymmetric catalysis, [6][7][8][9] chiroptical materials, [10][11][12][13][14] supramolecular chemistry, [15][16][17] molecular recognition, [18,19] optical information storage [20,21] and spintronics. [22,23] Furthermore, the inherent helical chirality, implements without consisting of any stereogenic centers, has led to extraordinary chiroptical characteristics, like circular dichroism (CD), [24] circularly polarized luminescence (CPL) [25] and chirality-induced spin selectivity (CISS).…”

Recent Advances in Multiple Heterohelicenes

“…Helicenes are composed of ortho-annulated aromatic rings which endowed with a helical chirality. [1][2][3][4][5] These polycyclic aromatic systems have attracted the attentions of chemists for decades, due to their appealing shape, optical and electronic properties, and application in asymmetric catalysis [6][7][8][9] , chiroptical materials [10][11][12][13][14] , supramolecular chemistry [15][16][17] , molecular recognition [18,19] , optical information storage [20,21] and spintronics [22,23] . Furthermore, the inherent helical chirality, implements without consisting of any stereogenic centers, has led to extraordinary chiroptical characteristics, like circular dichroism (CD) [24] , circularly polarized luminescence (CPL) [25] and chirality-induced spin selectivity (CISS) [26] .…”