Ion-Pairing-Modulated Diradical Properties in Partially Conjugated Negatively Charged π-Electronic Systems.

Hiroto Kobayashi, Takashi Kubo, Shinya Sugiura, Yohei Haketa, Hiromitsu Maeda

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Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 authors.

Hiroto KobayashiDepartment of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu, 525-8577, Japan.

Takashi KuboDepartment of Chemistry, Graduate School of Science, The University of Osaka, Toyonaka, 560-0043, Japan.

Shinya SugiuraDepartment of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu, 525-8577, Japan.

Yohei HaketaDepartment of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu, 525-8577, Japan.

Hiromitsu MaedaDepartment of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu, 525-8577, Japan.ORCID https://orcid.org/0000-0001-9928-1655

Funding

JSPS KAKENHI JP20H05863JSPS KAKENHI JP23K17951JSPS KAKENHI JP23K23335

6 · The paper itself

Abstract

A quinonoidal dipyrrolyldiketone catecholate-boron complex, with two pyrrole-quinonemethide moieties bridged by a six-membered cross-conjugated unit, was synthesized to modulate the diradical character of the dianion formed upon deprotonation. The dianionic species exhibited near-infrared absorption and electron spin resonance (ESR) signals, confirming the diradical properties. Variable-temperature (VT) ESR spectra suggest the thermal excitation from the ground-state singlet diradical to the triplet diradical, providing singlet-triplet energy gaps modulated by coexisting cations and bridging boron moieties.

Indexed as

cross‐conjugated systemsdiradical propertiesion pairsquinonesπ‐electronic anions

Identifiers

PMID41025743

DOI10.1002/chem.202502698

PMCPMC12642387

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