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Updated: Mar 13, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Two-electron/24-center (2e/24c) bonding in novel diradical π-dimers
Feng-Wei Gao1, Rong-Lin Zhong1, Shi-Ling Sun1
1The Institute of Functional Material Chemistry, National & Local United Engineering Laboratory for Power Batteries, Northeast Normal University, Changchun, 130024 Jilin, China. hlxu@nenu.edu.cn zmsu@nenu.edu.cn.
Abstract:
A series of diradical π-dimers 2 with interesting pancake-shaped 2e/24c π-π bonding character were designed and investigated based on the famous phenalenyl (PLY) π-dimer with 2e/12c π-π bonding character. The position of stronger interaction between two layers of radicals was found by the Wiberg bond index (WBI) maximum component. Further, the different contributions of the interaction energy were analyzed quantitatively by energy decomposition analysis (EDA). Among these new diradical π-dimers, 2180 has the smallest layer distance and the largest interaction between two layers of radicals. The unusual PLY analogues can provide new insights into the unique features of two-electron/multicenter (2e/mc) π-π bonding.
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