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Anionic Boron- And Carbon-Based Hetero-Diradicaloids Spanned by a p-Phenylene Bridge

Maiti, A and Zhang, F and Krummenacher, I and Bhattacharyya, M and Mehta, S and Moos, M and Lambert, C and Engels, B and Mondal, A and Braunschweig, H and Ravat, P and Jana, A (2021) Anionic Boron- And Carbon-Based Hetero-Diradicaloids Spanned by a p-Phenylene Bridge. In: Journal of the American Chemical Society, 143 (10). pp. 3687-3692.

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Official URL: https://doi.org/10.1021/jacs.0c12624

Abstract

Herein we report the synthesis and characterization of anionic boron- and carbon-based Kekulé diradicaloids spanned by a p-phenylene bridge. In contrast to Thiele's hydrocarbon, a closed-shell singlet system, they show an appreciable population of the triplet state at room temperature, as evidenced by both NMR and EPR spectroscopy. Moreover, en route to these anionic boron- and carbon-based hetero-diradicaloids, the formation of an isolable diamino(4-diarylboryl-phenyl)methyl radical was observed. © 2021 American Chemical Society. All rights reserved.

Item Type: Journal Article
Publication: Journal of the American Chemical Society
Publisher: American Chemical Society
Additional Information: The copyright for this article belongs to American Chemical Society.
Keywords: Aromatic compounds; Boron; Electron spin resonance spectroscopy, Boron and carbons; Closed shells; En-route; EPR spectroscopy; Methyl radical; P-phenylene; Synthesis and characterizations; Triplet state, Carbon, 4 phenylene; boron; carbon; diamino(4 diarylboryl phenyl)methyl radical; diradicaloid; hydrocarbon; phenyl group; radical; unclassified drug, Article; chemical analysis; chemical structure; cyclic voltammetry; density functional theory; electron; electron spin resonance; mathematical computing; near infrared spectroscopy; oxidation; proton nuclear magnetic resonance; room temperature; solid state; synthesis; ultraviolet visible spectroscopy
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 20 Feb 2023 10:50
Last Modified: 20 Feb 2023 10:50
URI: https://eprints.iisc.ac.in/id/eprint/80393

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