Repozytorium

Pyridine‐Fused Bis(azacorrole)s: Easily Accessible NIR III Absorbing Cation Radicals and Biradicaloids of Antiaromatic Ground State

Autorzy

Sha Li

Shaowei Zhang

Xiaofang Li

Oskar Smaga

Kinga Szydełko

Miłosz Pawlicki

Piotr J. Chmielewski

Rok wydania

2025

Czasopismo

Advanced Science

Numer woluminu

12

Strony

2416223/1-2416223/14

DOI

10.1002/advs.202416223

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

A family of pyridine-fused bis(porphyrinoids) is obtained, includingconstitutionally isomeric bis(azacorrole)s, azacorrole-oxacorrole, as well asazacorrole-norcorrole heterodimers by two distinct synthetic approaches.Spectroscopic characteristics, corroborated by Density Functional Theory(DFT) calculations, indicate aromaticity of the bis(azacorrole) as well asazacorrole-oxacorrole products, while for the azacorrole-norcorroleheterodimers, the presence of both dia- and paratropic currents is detected.Electrochemical analyses indicate facile chemical access to cation radicals anddicationic species that have been characterized by electronic and electron spinresonance spectroscopy as well as by DFT calculations. Monocations give riseto the relatively strong absorption bands in the near infra red (NIR) regionbetween 2400 and 3200 nm, while dications are characterized by a series ofabsorptions between 1000 and 2200 nm. Electron spin resonance (ESR)experiments indicate the presence of singlet-triplet spin equilibria for thedications. For the dication of bis(azacorrole) of the most planar structure, thesinglet ground state is established, and low temperature nuclear magneticresonance (NMR) as well as gauge-independent atomic orbital NMRcalculations indicate its antiaromatic character.

Słowa kluczowe

antiaromaticity, aromaticity, biradicaloids, porphyrinoids, radicals

Licencja otwartego dostępu

CC-BY

Licencja na prawach której można swobodnie kopiować, rozprowadzać, zmieniać i remiksować objęty prawem autorskim utwór (Utwór-przedmiot prawa autorskiego) pod warunkiem podania imienia i nazwiska autora utworu pierwotnego oraz źródła pochodzenia utworu.

Pełny tekst licencji: https://creativecommons.org/licenses/by/3.0/pl/legalcode

Adres publiczny

http://dx.doi.org/10.1002/advs.202416223

Strona internetowa wydawcy

https://onlinelibrary.wiley.com/

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