Radical Cations of Bilayer Nanographenes

Wenqing Wang; Peiyang Sun; Xiangjun Liu; Xiudu Zhang; Li Zhang; Yuan-Zhi Tan; Xinping Wang

doi:10.1021/acs.orglett.3c04084

Radical Cations of Bilayer Nanographenes

Org Lett. 2024 Feb 9;26(5):1017-1021. doi: 10.1021/acs.orglett.3c04084. Epub 2024 Jan 31.

Authors

Wenqing Wang¹, Peiyang Sun¹, Xiangjun Liu¹, Xiudu Zhang¹, Li Zhang², Yuan-Zhi Tan³, Xinping Wang⁴

Affiliations

¹ College of Chemistry and Material Science, Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, Anhui Normal University, Wuhu, Anhui 241002, China.
² School of Electronic Engineering, Guangxi University of Science and Technology, Liuzhou 545000, China.
³ State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, 361005 Xiamen, China.
⁴ State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.

PMID: 38295360
DOI: 10.1021/acs.orglett.3c04084

Abstract

Chemical redox reactions of bilayer nanographene complexes, (C₉₆H₂₄Ar₆)₂ (Ar = 2,6-dimethylphenyl) (1₂) and (C₄₂H₁₂R₆)₂ (R = ^tBu) (2₂), were investigated. Upon two-electron oxidation reactions, 1₂ and 2₂ were transformed to radical cations 1₂^2•+ and 2₂^2•+, respectively. SQUID and EPR measurements on 1₂^2•+ and 2₂^2•+ indicate that they possess an open-shell singlet ground state with antiferromagnetic interactions between two layers. The shortest separation distance between bilayers in 2₂^2•+ (3.30 Å) is shorter than that in 2₂ (3.44 Å) and 2₂^•+ (3.40 Å), illustrating stronger interaction upon loss of electrons.