A Porous Chalcogen-Bonded Organic Framework

Abstract

The manner of bonding between constituent atoms or molecules invariably influences the properties of materials. Perhaps no material family is more emblematic of this than porous frameworks, wherein the namesake modes of connectivity give rise to discrete subclasses with unique collections of properties. However, established framework classes often display offsetting advantages and disadvantages for a given application. Thus, there exists no universally applicable material, and the discovery of alternative modes of framework connectivity is highly desirable. Here we show that chalcogen bonding, a subclass of σ-hole bonding, is a viable mode of connectivity in low-density porous frameworks. Crystallization studies with the triptycene tris­(1,2,5-selenadiazole) molecular tecton reveal how chalcogen bonding can template high-energy lattice structures and how solvent conditions can be rationalized to obtain molecularly programmed porous chalcogen-bonded organic frameworks (ChOFs). These results provide the first evidence that σ-hole bonding can be used to advance the diversity of porous framework materials.

Interlayer electron coupling pathway driven electrochemiluminescence in hydrogen-bonded organic frameworks

“…1g), proposing that TCPPY is more conducive to isotropic interaction (e.g. π stacking) 37 . To further understand the fundamental electronic structure of HOFs, the band gaps of HOF-101 and HOF-100 are evaluated to be 2.42 eV and 2.50 eV according to UV-Vis diffuse re ectance spectra (Supplementary Fig.…”

Interplay between chalcogen bonds and dynamic covalent bonds

“…The dependence of the conformational distribution on the type of chalcogen atom indicates the stabilizing role of chalcogen bonding, for which Te would afford the strongest interaction. [1][2][3][4][5][6][7][8][9][21][22][23][24][25][26] The effect of chalcogen bonding on imine exchange…”

“…1,[16][17][18][19] Moreover, chalcogen bonds have been employed for driving supramolecular assemblies, including those in solution, solid-state, and interfaces. [20][21][22][23][24] Analogous to hydrogen bonding, chalcogen bonding catalysis is capturing attention in organocatalysis, such as in carbonyl activation. [25][26][27][28] In addition, by taking advantage of its directional effect, chalcogen bonding offers a handle for regulating the conformation of drug molecules, reactive intermediates, as well as organic optoelectronic materials.…”

Bifurcated Chalcogen Bonds Based on One σ-Hole

“…In the last years, there has been an extremely rapid development in the field of chalcogen bonding. 1,2 Meanwhile, chalcogen bonds are employed in different research areas such as crystal engineering, [3][4][5][6][7][8][9] chalcogen-bonded organic frameworks, 10,11 molecular recognition in solution, 12-18 switches 19,20 and catalysis. [21][22][23][24][25][26][27][28] Chalcogen bonds, analogous to halogen bonds, are secondary bonds known as σ-hole interactions.…”