Solution‐Phase Synthesis and Isolation of An Aza‐Triangulene and Its Cation in Crystalline Form
Angewandte Chemie International Edition(2022)
摘要
Synthesis of triangulene and its derivatives is challenging due to their intrinsic high spin nature. Herein, we report solution-phase synthesis and isolation of a nitrogen-doped triangulene (i.e., aza-triangulene) (NT) and its cation (NT+) in single-crystal form. Notably, the cation NT+ can be regarded as an isoelectronic structure of the corresponding all-carbon triangulene. Both NT and NT+ show reasonable stability due to kinetic blocking by bulky and electron-withdrawing aryl substituents, and intramolecular donor-acceptor interaction. Bond length analysis, magnetic measurements and theoretical calculations reveal that the neutral NT has a doublet ground state with a zwitterionic character, while the cation NT+ exhibits a triplet ground state with a singlet-triplet energy gap of +0.84 kcal mol(-1). This study provides a rational strategy to access high-spin systems by heteroatom doping of pure pi-conjugated polycyclic hydrocarbons.
更多查看译文
关键词
Heteroatom Doping, Polycyclic Hydrocarbon, Radical, Triangulene, Zwitterionic
AI 理解论文
溯源树
样例
![](https://originalfileserver.aminer.cn/sys/aminer/pubs/mrt_preview.jpeg)
生成溯源树,研究论文发展脉络
Chat Paper
正在生成论文摘要