Home > Publications database > Naphthalimide-Annulated [ n ]Helicenes: Red Circularly Polarized Light Emitters > print |
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024 | 7 | _ | |a 10.1021/jacs.3c03441 |2 doi |
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100 | 1 | _ | |a Tian, Xiaoqi |b 0 |
245 | _ | _ | |a Naphthalimide-Annulated [ n ]Helicenes: Red Circularly Polarized Light Emitters |
260 | _ | _ | |a Washington, DC |c 2023 |b ACS Publications |
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500 | _ | _ | |a DFG Grant WU 317/20-2, DFG Projektnummer 444286426 |
520 | _ | _ | |a Two [n]heliceno-bis(naphthalimides) 1 and 2 (n = 5 and 6, respectively) where two electron-accepting naphthalimide moieties are attached at both ends of helicene core were synthesized by effective two-step strategy, and their enantiomers could be resolved by chiral stationary-phase high-performance liquid chromatography (HPLC). The single-crystal X-ray diffraction analysis of enantiopure fractions of 1 and 2 confirmed their helical structure, and together with experimental and calculated circular dichroism (CD) spectra, the absolute configuration was unambiguously assigned. Both 1 and 2 exhibit high molar extinction coefficients for the $S_0–S_1$ transition and high fluorescence quantum yields (73% for 1 and 69% for 2), both being outstanding for helicene derivatives. The red circularly polarized luminescence (CPL) emission up to 615 nm for 2 with CPL brightness (BCPL) up to 66.5 M$^{–1}$ cm$^{–1}$ demonstrates its potential for applications in chiral optoelectronics. Time-dependent density functional theory (TD-DFT) calculations unambiguously showed that the large transition magnetic dipole moment |m| of 2 is responsible for its high absorbance dissymmetry $(g_{abs})$ and luminescence dissymmetry $(g_{lum})$ factor. |
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700 | 1 | _ | |a Shoyama, Kazutaka |0 P:(DE-H253)PIP1094122 |b 1 |
700 | 1 | _ | |a Mahlmeister, Bernhard |b 2 |
700 | 1 | _ | |a Brust, Felix |b 3 |
700 | 1 | _ | |a Stolte, Matthias |b 4 |
700 | 1 | _ | |a Wuerthner, Frank |0 P:(DE-H253)PIP1094247 |b 5 |e Corresponding author |
773 | _ | _ | |a 10.1021/jacs.3c03441 |g Vol. 145, no. 17, p. 9886 - 9894 |0 PERI:(DE-600)1472210-0 |n 17 |p 9886 - 9894 |t Journal of the American Chemical Society |v 145 |y 2023 |x 0002-7863 |
856 | 4 | _ | |u https://bib-pubdb1.desy.de/record/593081/files/Naphthalimide-Annulated%20%5Bn%5DHelicenes.pdf |y Published on 2023-04-21. Available in OpenAccess from 2024-04-21. |
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