Empowering non-covalent hydrogen, halogen, and [S–N]₂ bonds in synergistic molecular assemblies on Au(111)

Abstract

Non-covalent bonds are fundamental for designing self-assembled organic structures with potentially high responsiveness to mechanical, light, and thermal stimuli. The weak intermolecular interaction allows triggering charge-transport, energy-conversion, enzymatic, and catalytic...

From Short‐ to Long‐Range Chiral Recognition on Surfaces: Chiral Assembly and Synthesis

“…Most of these chiral nanostructures are achieved through shortrange chiral recognition induced by non-covalent intermolecular interactions, such as hydrogen bonding, [24,28,30,31,[34][35][36][37][38][39][40][41][42] halogen bonding, [33,[43][44][45][46] van der Waals (vdW) forces, [47] dipoledipole interactions, [48] metal-organic coordination [33,[49][50][51] or cooperative interactions of two or more sorts of intermolecular forces. [27,29,34,40,[52][53][54][55] In addition, the competition between molecule-molecule and molecule-substrate interactions as well as the contribution of entropy also play a significant role in shortrange chiral recognition and will be discussed in this section. Studies on these diverse chiral nanostructures and more importantly their formation mechanisms have been reviewed in this section, which may provide key guidance for the development and design of novel sophisticated nanoarchitectures and nanomaterials with desired functions.…”

“…A great number of chiral assemblies have been studied on metal surfaces, including 0D chiral clusters, [ 24–27 ] 1D chiral chains, stripes or lines, filaments, wires [ 28–34 ] and 2D chiral islands, lamellas structures and honeycomb or more complex nontrivial architectures (chiral Kagome networks, quasicrystals, Sierpiński triangle fractals and semi‐regular Archimedean tilings) [ 33–58 ] that may possess intriguing physical and chemical properties. Most of these chiral nanostructures are achieved through short‐range chiral recognition induced by non‐covalent intermolecular interactions, such as hydrogen bonding, [ 24,28,30,31,34–42 ] halogen bonding, [ 33,43–46 ] van der Waals (vdW) forces, [ 47 ] dipole–dipole interactions, [ 48 ] metal‐organic coordination [ 33,49–51 ] or cooperative interactions of two or more sorts of intermolecular forces.…”

Influence of the Coinage Metal(111) Surface on the Orientation of the σ Hole and the Halogen Bonding Strength of Bromo/Iodobenzene

“…The phenomenon of the halogen bond is about two centuries old, dating back to Colins experiments with I 2 ···NH 3 . − Since then it has been the subject of research − and in the last two decades has been investigated in the fields such as drug design − and supramolecular chemistry. ,− The halogen bond is a noncovalent interaction similar to the hydrogen bond. Due to the high electronegativity of halogen ions, halogen bonds are assumed to have a high electron density.…”

Push–Pull and Conventional Nitriles as Halogen Bond Acceptors in Their Cocrystals with Iodo-Substituted Perfluorobenzenes

“…Although halogen bonding (abbreviated as HaB) has been a recognized phenomenon since the Hassel Nobel lecture (1970), it was defined by IUPAC only in 2013. , Several highly cited reviews, which appeared in the past decade, summarized the theoretical and experimental approaches allowing for HaB identification and also highlighting various areas of its application. − Recent surveys focused on HaB demonstrate its use in organocatalysis, , crystal engineering, − fabrication of functional materials, − sensing, ,, and drug design …”

“…2,3 Several highly cited reviews, which appeared in the past decade, summarized the theoretical and experimental approaches allowing for HaB identification and also highlighting various areas of its application. 4−14 Recent surveys focused on HaB demonstrate its use in organocatalysis, 15,16 crystal engineering, 17−19 fabrication of functional materials, 20−25 sensing, 18,26,27 and drug design. 28 According to the IUPAC definition, 2 in a HaB, the electrophilic region of a halogen atom attractively interacts with any nucleophilic region; the electrophilic region is not necessarily electropositive, but it should be less electronegative than the partner.…”