Xiang Qin, Ye Lei, Ma Lan, Sun Zhe
Department of Chemistry and Haihe Laboratory of Sustainable Chemical Transformations, Tianjin university, Tianjin, 300072, China.
Tsinghua Shenzhen International Graduate School, Tsinghua University, Shenzhen, 518055, China.
Chempluschem. 2024 May;89(5):e202300571. doi: 10.1002/cplu.202300571. Epub 2023 Nov 27.
The olympicenyl radical (OR) has long been a fascinating spin doublet hydrocarbon radical that evoked theoretical and experimental research interests, but the chemistry of olympicenyl was limited by its inherent instability. Recently, this field was revived by the advent of stable, multi-substituted ORs and the isolation of them in the crystalline phase. In this minireview, we summarize the early studies on the pristine OR, as well as the recent advances on the substituted OR derivatives, heteroatom-containing OR derivatives, and OR-based diradicals and polyradicals. The synthetic chemistry, stabilization strategies, self-association behaviors, reactivities, and applications in the biological field of the abovementioned compounds were discussed.
多年来,薁基自由基(OR)一直是一种引人入胜的自旋双重态烃基自由基,引发了理论和实验研究兴趣,但薁基的化学性质因其固有的不稳定性而受到限制。最近,稳定的多取代OR的出现以及它们在晶相中的分离使该领域得以复兴。在本综述中,我们总结了对原始OR的早期研究,以及取代OR衍生物、含杂原子的OR衍生物以及基于OR的双自由基和多自由基的最新进展。讨论了上述化合物的合成化学、稳定化策略、自缔合行为、反应性以及在生物领域的应用。