Zhang Jingxian, Sun Tao, Wang Kangmin, Hu Ruike, Zhou Chunlin, Ge Haibo, Li Bijin
Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China
Department of Chemistry and Biochemistry, Texas Tech University Lubbock TX 79409-1061 USA
Chem Sci. 2024 Jun 11;15(31):12270-12276. doi: 10.1039/d4sc02188f. eCollection 2024 Aug 7.
The first example of rhodium-catalyzed nondirected C-H activation/annulation reactions for the construction of fused heterocyclic cations is reported herein with excellent regioselectivity. Deuterium-labeling experiments indicated that the C(sp)-H bond cleavage of the -methyl group might be the rate-limiting step during the reaction process. This protocol provides an opportunity to rapidly access highly π-conjugated fused heterocyclic cations, which opens up a new avenue for efficient screening of single-molecular white-light-emitting materials, pure red-light-emitting materials, and π-conjugated radical materials. Importantly, novel white-light-emitting materials exhibited distinct anti-Kasha dual-emission and could rapidly be fabricated into robust organic and low-cost white light-emitting diodes.
本文报道了首例用于构建稠合杂环阳离子的铑催化非定向C-H活化/环化反应,具有优异的区域选择性。氘标记实验表明,反应过程中甲基的C(sp)-H键断裂可能是限速步骤。该方法为快速获得高度π共轭的稠合杂环阳离子提供了机会,为高效筛选单分子白光发射材料、纯红光发射材料和π共轭自由基材料开辟了一条新途径。重要的是,新型白光发射材料表现出独特的反卡莎双发射特性,并且可以快速制备成坚固的有机且低成本的白色发光二极管。