Carregant...
Miniatura

Tipus de document

Article

Versió

Versió publicada

Data de publicació

Llicència de publicació

cc-by (c) Betkhoshvili, Sergi, et al., 2024
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/222933

A Leap from Diradicals to Tetraradicals by Topological Control of π-Conjugation.

Títol de la revista

Director/Tutor

ISSN de la revista

Títol del volum

Resum

In this work, we explore the series of diradical(oid)s based on 2,2′-(5,11-dihydroindolo[3,2-b]carbazole-3,9-diyl)-dimalononitrile (further referred to as PH). Hydrogen atoms in the central benzenoid (CB) ring of PH are substituted by the seriesof substituents with various lengths of π-conjugated chain and electron-donating or electron-withdrawing properties to study howthey modulate the diradical character of the parent compound. The diradical character of molecules increases up to 88−89% by twogroups doubly bonded to both sides of the CB ring of PH in para relative positions. This breaks the direct π-conjugation betweenunpaired electrons that gives rise to two radical centers and restricts the minimal polyradical identity of the compound todiradical. We show that diradicals and tetraradicals can be designed, and their polyradical character can be modulated by controlling the topology of π-conjugation as long as there is sufficient aromatic stabilization. Henceforth, the bridge between diradicals and tetraradicals is established, leading to the tetraradical(oid) molecule, which has been predicted to have narrow low-spin to high-spin energy gaps in our recent Letter.

Citació

Citació

BETKHOSHVILI, Sergi, POATER I TEIXIDOR, Jordi, MOREIRA, Ibério de pinho ribeiro, BOFILL I VILLÀ, Josep m.. A Leap from Diradicals to Tetraradicals by Topological Control of π-Conjugation.. _Journal of Organic Chemistry_. 2024. Vol. 89, núm. 14006-14020. [consulta: 8 de gener de 2026]. ISSN: 0022-3263. [Disponible a: https://hdl.handle.net/2445/222933]

Exportar metadades

JSON - METS

Compartir registre