文献类型：期刊文献

英文题名：Near-Infrared Emissive Molecular Carbons Based on Quadruple [n]Helicenes

作者：Zhao, Yilun[1,2,3];Liu, Zixin[4];Wen, Xu[4];Chen, Kai[3];Liu, Guogang[1,2];Wang, Zhaohui[1,2,4];Jiang, Wei[3]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem,Sch Che, Shanghai 200237, Peoples R China;[3]Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China;[4]Tsinghua Univ, Dept Chem, Key Lab Organ Optoelect & Mol Engn, Beijing 100084, Peoples R China

年份：2025

卷号：64

期号：36

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20252918803259);WOS:【SCI-EXPANDED(收录号:WOS:001528655100001)】；

基金：The authors gratefully acknowledge the financial supports from the Fundamental Research Funds for the Central Universities (E5EQ0301X2) and the National Natural Science Foundation of China (No. 22235005, 22461160284, and 22275112).

语种：英文

外文关键词：Configurational stability; Molecular carbons; Near-infrared circularly polarized luminescence; Quadruple [n]helicenes; Quaterrylene diimide

摘要：We present a molecular design strategy that combines structural multiplicity and pi-extension on a quaterrylene diimide scaffold to construct efficient near-infrared (NIR) circularly polarized luminescence (CPL) emitters. Through a carefully controlled synthesis involving sequential regioselective Suzuki coupling followed by Sholl-type oxidative cyclization, we successfully obtained two novel quadruple [n]helicenes (QnH). Comprehensive experimental characterization and theoretical calculations demonstrated their distinct configurational preferences: Q5H exclusively adopted the meso (P,P,M,M) configuration, while Q6H produced only the (P,P,P,P)/(M,M,M,M) enantiomeric pair. Single-crystal X-ray diffraction unambiguously confirmed the unique "four-bladed propeller" structure of (P,P,M,M)-Q5H. Both compounds demonstrated intense NIR fluorescence emission with photoluminescence quantum yields (Phi PL) of 47% for Q5H and 37% for Q6H. The chiral (P,P,P,P)/(M,M,M,M)-Q6H enantiomers showed exceptional chiroptical properties, including intense Cotton effects reached 719 M-1 cm-1 at 410 nm, a high absorption dissymmetry factor |gabs| of 0.035, and prominent CPL activity across 600-800 nm with a CPL brightness (BCPL) of 93 M-1 cm-1.