Synthesis,Structures,and Chiroptical Properties of NBN-Doped Helicenes with Boron Atoms in the Inner Rims  

作　　者：Weiwen Zhuang Yujian Liu Ziqi Deng Yu Guo Philip C.Y.Chow David Lee Phillips Wei Jiang Zhaohui Wang Junzhi Liu 

机构地区：[1]State Key Laboratory of Synthetic Chemistry,HKU-CAS Joint Laboratory on New Materials and Department of Chemistry,The University of Hong Kong,Pokfulam,Hong Kong,China [2]Key Laboratory of Organic Optoelectronics and Molecular Engineering,Department of Chemistry,Tsinghua University,Beijing 100084,China [3]Department of Mechanical Engineering,The University of Hong Kong,Pokfulam,Hong Kong,China

出　　处：《Precision Chemistry》2024年第1期28-39,共12页精准化学（英文）

基　　金：supported by the Hong Kong Research Grants Council(27301720,17304021);National Natural Science Foundation of China(22122114,22122503,21790361).

摘　　要：The precise synthesis of helicenes with topologically defined length and specific heteroatomic perturbation in the screw-like conjugated skeletons plays an emerging role in the manipulation of chiral materials.Facile,selective,and programmable routes to helicenes or heterohelicenes are highly desirable yet challenging for structure-chiroptical property relationship studies.Herein,we report the synthesis and characterization of NBN-doped helicenes with boron atoms in the inner rims,enabled by the highly regioselective one-pot borylation of rationally designed precursors with,namely,fold-in or pan-out manner.The incorporation of nonbonded boron and nitrogen atoms resulted in narrow-band emission and improved optical properties for the single-stranded carbon helix.In addition,numbers and arrangement modes of fused six-membered rings have distinct effects on configurational stability and chiroptical properties,revealing that BN-[6]H with strong circular dichroism is a promising candidate for chiral sensors.The combination of experimental and theoretical studies on these helical structures might provide insights into the design of helically chiral small-molecule-based sensors or emitters.

关 键 词：Nitrogen-boron HELICENES BORYLATION Chiroptical properties Narrow-band emission 

分 类 号：O62[理学—有机化学]