Helicene-type β-isoindigo-based boron-dipyrromethene analogs with strong near-infrared chiroptical activity  

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作  者:Ziwei Chen Zhigang Ni Xing-Yu Chen Yongqiang Xu Chunyan Yu SiSi Wang Xiao-Ye Wang Hua Lu 

机构地区:[1]Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education,and Key Laboratory of Organosilicon Material Technology of Zhejiang Province,College of Material,Chemistry and Chemical Engineering,Hangzhou Normal University,Hangzhou,China [2]State Key Laboratory of Elemento-Organic Chemistry,Frontiers Science Center for New Organic Matter,College of Chemistry,Nankai University,Tianjin,China

出  处:《Aggregate》2024年第3期268-274,共7页聚集体(英文)

基  金:National Natural Science Foundation of China,Grant/Award Numbers:21871072,22003014;Hangzhou Normal University。

摘  要:Near-infrared(NIR)chiroptical response has been less explored because it is chal-lenging to achieve both chirality and NIR absorption/emission.Herein,we describe the design of heterohelicene-typeβ-isoindigo-based boron-dipyrromethene(BOD-IPY)analogs(β-IBs),which shift the absorption peak to 800 nm and produce significant Cotton effects(127.8 M-1 cm-1)and absorbance dissymmetry factors(|gabs|3.5=×10-3).The luminescence dissymmetry factor(glum)and circu-larly polarized luminescence(CPL)brightness(BCPL)of up to 1.24×10-3 and 1.78 M-1 cm-1 were realized beyond 800 nm.Theseβ-IBs are thefirst examples of helicene-type compounds with the highest gabs in the NIR region and CPL beyond 800 nm.Theoretical calculations demonstrate that the strong chiroptical activities are triggered by their large transition magnetic dipole moments.This study not only provides a new approach to the synthesis of a larger variety of unprecedented helicene-type BODIPY analogs but also demonstrates excellent NIR chiroptical properties.

关 键 词:BODIPY chiroptical activity circularly polarized luminescence HELICENE NEAR-INFRARED 

分 类 号:O62[理学—有机化学]

 

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