Construction and Circularly Polarized Luminescence of Thiophene-Based Multiple Helicenes

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 polar...

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Bibliographic Details
Published in:Organic letters 2024-11, Vol.26 (47), p.10141-10145
Main Authors: Dang, Lanping, Xu, Wan, Qiu, Shuai, Yu, Yajie, Ma, Zhiying, Yue, Lin, Su, Hang, Li, Chunli, Wang, Hua
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c03849