Construction and Circularly Polarized Luminescence of Thiophene-Based Multiple Helicenes.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-29 Epub Date: 2024-11-14 DOI:10.1021/acs.orglett.4c03849

Lanping Dang, Wan Xu, Shuai Qiu, Yajie Yu, Zhiying Ma, Lin Yue, Hang Su, Chunli Li, Hua Wang

引用次数: 0

Abstract

Thiophene-based monohelicene (TS[7]H), triple helicenes (TT[7]H), and hexapole helicenes (TH[7]H) were synthesized via oxidative photocyclization and cascade Suzuki/intramolecular cyclization as the crucial steps. The enantiomers of TS[7]H, TT[7]H-2, and TH[7]H exhibited circularly polarized luminescence (CPL), and the luminescence dissymmetry factors (g_lum) gradually increased from -5.1 × 10^-4 to -2.0 × 10^-3 with an increase in multiplicity from TS[7]H to TH[7]H. In addition, TS[7]H, TT[7]H, and TH[7]H displayed a second-level long afterglow at 77 K.

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基于噻吩的多重双螺旋烯的构造和环极化发光。

以氧化光环化和级联铃木/分子内环化为关键步骤，合成了噻吩基单螺旋烯（TS[7]H）、三螺旋烯（TT[7]H）和六螺旋烯（TH[7]H）。TS[7]H、TT[7]H-2 和 TH[7]H 的对映体显示出圆极化发光（CPL），随着 TS[7]H 到 TH[7]H 的倍数增加，发光不对称因子（glum）从-5.1 × 10-4 逐渐增加到-2.0 × 10-3。此外，TS[7]H、TT[7]H 和 TH[7]H 在 77 K 时显示出二级长余辉。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.