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A BODIPY-bridged bisphenoxyl diradicaloid: Solvent-dependent diradical character and physical properties

Miao, F.
Phan, H.Wu, J.
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Abstract
We report a new boron dipyrromethene (BODIPY)-bridged bisphenoxyl diradicaloid (2), which showed closed-shell diamagnetic character in less polar solvents such as dichloromethane but open-shell diradical character with paramagnetic activity in the very polar solvent N,N-dimethylformamide. X-ray crystallographic analysis of 2 revealed an anti-parallel stacked dimer structure via intermolecular dipole–dipole interaction, and the observed solvent-dependent diradical character can be explained by the different dihedral angles between the phenoxyl units and the BODIPY bridge, and structural flexibility of the molecule in different solvents. Compound 2 also exhibited solvent-dependent optical and electrochemical properties. © 2019 by the authors.
Keywords
BODIPY, Conformation flexibility, Diradicaloid, Quinone, Solvatochromism
Source Title
Molecules
Publisher
MDPI AG
Series/Report No.
Organizational Units
Organizational Unit
CHEMISTRY
dept
Rights
Attribution 4.0 International
Date
2019
DOI
10.3390/molecules24081446
Type
Article
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