Construction and Circularly Polarized Luminescence of Thiophene-Based Multiple Helicenes

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

doi:10.1021/acs.orglett.4c03849

Construction and Circularly Polarized Luminescence of Thiophene-Based Multiple Helicenes

Org Lett. 2024 Nov 14. doi: 10.1021/acs.orglett.4c03849. Online ahead of print.

Authors

Lanping Dang¹, Wan Xu¹, Shuai Qiu¹, Yajie Yu¹, Zhiying Ma¹, Lin Yue¹, Hang Su¹, Chunli Li¹, Hua Wang¹

Affiliation

¹ Institute of Nanoscience and Engineering, Henan University, Kaifeng 475004, China.

PMID: 39541226
DOI: 10.1021/acs.orglett.4c03849

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.