Electronic and optical properties of C16S8and C16S4Se4molecules and crystals

Kuklin, Artem V.; Saykova, Diana I.; Suresh, Rahul; Begunovich, Lyudmila V.; Baryshnikov, Gleb V.; Karaush-Karmazin, Nataliya; Сайкова, С. В.; Ågren, Hans

doi:10.1039/d2nj02539f

Cited by 1 publication

(1 citation statement)

References 58 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In past decades, π-conjugated compounds with high molecular symmetry have attracted considerable attention, − among which the representative [ n ]helicenes and [ n ]circulenes were widely synthesized and characterized, such as coronene ([6]circulene) and tetrathio[8]circulene . In particular, circulenes can be coupled through post-transformation into one- or two-dimensional (1/2D) materials that have demonstrated useful semiconducting or semimetallic properties. , For example, some hetero[ n ]circulenes are employed as promising materials in the field of nanoelectronics for manufacturing organic light-emitting diodes and field-effect transistors. ,− In 2006, a planar π-conjugated molecule, octathio[8]circulene (C 16 S 8 ), with near D 8h symmetry was synthesized by Nenajdenko et al It is the first fully heterocyclic circulene, popularly called “sulflower”, showing special structural characteristics that prompt a number of efforts to interpret its aromaticity, as well as to specify its research and industrial applications. − …”

Section: Introductionmentioning

confidence: 99%

Unraveling the Aromatic Rule of Cyclic Superatomic Molecules in π-Conjugated Compounds

Yu,

Wu,

Yuan

et al. 2023

J. Phys. Chem. A

View full text Add to dashboard Cite

The aromaticity of π-conjugated compounds has long been a confusing issue. Based on a recently emerged two-dimensional (2D) superatomicmolecule theory, a unified rule was built to decipher the aromaticity of cyclic superatomic molecules of π-conjugated compounds from the chemical bonding perspective. Herein, a series of planar [n]helicenes and [n]circulenes, composed of benzene, thiophene, or furfuran, are systemically studied and seen as superatomic molecules ◊ O n-2 ◊ F 2 or ◊ O n , where superatoms ◊ F and ◊ O denote π-conjugated units with 5 and 4 π electrons, respectively. The ascertained superatomic Lewis structures intuitively display aromaticity with each basic unit meeting the superatomic sextet rule of benzene, similar to classical valence bond theory, which is favored by the synthesized complex π-conjugated compounds comprising different numbers and kinds of subrings. The evolutionary trend of ring currents and chemical bonding suggests a local ribbon-like aromaticity in these π-conjugated compounds. Moreover, nonplanar helical π-conjugated compounds have the potential to evolve into spring-like periodic materials with excellent physical properties.

show abstract