Work

Chemical Oxidation of Chrysene: A Structural and Theoretical Description of a Mixed-Valent Trimeric Radical Cation

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide Chemical oxidation of chrysene with GaCl 3 affords a trimeric chrysene radical dication, [(C 18 H 12 ) 3 ] 2+, crystallized with two Ga 2 Cl 7 – anions, as revealed by single crystal X-ray diffraction analysis. In the crystal structure, 1D π-stacked columns of chrysene with interplanar contacts averaged at 3.303(3) Å are separated by Ga 2 Cl 7 – anions. Computational studies reveal that the positive charge is concentrated largely on the terminal chrysene units with charges of +0.84 and +0.80, while the center chrysene has a comparatively lower charge of +0.36. This charge distribution is corroborated with structural features of the trimer, as the terminal chrysene molecules exhibit a more pronounced core deformation. Taking the neutral trimer as a reference, much weaker interactions are observed in the title chrysene trimer bearing a +2 charge, suggesting the presence of substantial electrostatic repulsion.

Source: Crystal Growth & Design

DOI: 10.1021/acs.cgd.5c01176

Authors: Megan E. McCormack, Rameswar Bhattacharjee, Zheng Wei, Marina A. Petrukhina

Institutions: University at Albany, State University of New York, Georgetown University

Language: English

Topic: Synthesis and Properties of Aromatic Compounds

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: National Science Foundation, Division of Chemistry