Persulfurated Benzene‐Cored Asterisks with π‐Extended ThioNaphthyl Arms: Synthesis, Structural, Photophysical and Covalent Dynamic Properties - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2022

Persulfurated Benzene‐Cored Asterisks with π‐Extended ThioNaphthyl Arms: Synthesis, Structural, Photophysical and Covalent Dynamic Properties

Résumé

The synthesis of regioisomeric asterisks (5) and (6) incorporating a benzene core with six 1-naphthylthio or six 2-naphthylthio arms are reported in search for new materials with optoelectronic properties. The consequences on the extension of a π system surrounding a persulfurated benzene core provide a new avenue to study the structural, photophysical, and chemical properties of such family of all-organic phosphors. It also diverts the persulfuration mechanism after two radical cyclizations for making a [5]dithiohelicene by-product (7) and favors dynamic sulfur component exchange reactions surrounding the core. These exchanges convert asterisks (5) and (6), non-phosphorescent at 20 °C to the highly phosphorescent (4) (ϕ ∼100 %, solid state at 20 °C). For asterisks (5) and (6), the absence of the typical phosphorescence of the per(phenylthio)benzene core in the solid state at 20 °C and the presence of a weak naphthalene-based phosphorescence at 77 K is attributed to an energy transfer from the triplet state of the persulfurated benzene core to the outer naphthalene moieties, resulting in an antenna system.
Fichier principal
Vignette du fichier
Chemistry A European J - 2022 - Gahlot - Persulfurated Benzene%E2%80%90Cored Asterisks with %E2%80%90Extended ThioNaphthyl Arms Synthesis.pdf (4.97 Mo) Télécharger le fichier
Origine : Publication financée par une institution

Dates et versions

hal-03934125 , version 1 (11-01-2023)

Identifiants

Citer

Sapna Gahlot, Alessandro Gradone, Myriam Roy, Michel Giorgi, Simone Conti, et al.. Persulfurated Benzene‐Cored Asterisks with π‐Extended ThioNaphthyl Arms: Synthesis, Structural, Photophysical and Covalent Dynamic Properties. Chemistry - A European Journal, 2022, 28 (46), pp.e202200797. ⟨10.1002/chem.202200797⟩. ⟨hal-03934125⟩
14 Consultations
17 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More