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000593081 1001_ $$aTian, Xiaoqi$$b0
000593081 245__ $$aNaphthalimide-Annulated [ n ]Helicenes: Red Circularly Polarized Light Emitters
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000593081 520__ $$aTwo [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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000593081 7001_ $$0P:(DE-H253)PIP1094122$$aShoyama, Kazutaka$$b1
000593081 7001_ $$aMahlmeister, Bernhard$$b2
000593081 7001_ $$aBrust, Felix$$b3
000593081 7001_ $$aStolte, Matthias$$b4
000593081 7001_ $$0P:(DE-H253)PIP1094247$$aWuerthner, Frank$$b5$$eCorresponding author
000593081 773__ $$0PERI:(DE-600)1472210-0$$a10.1021/jacs.3c03441$$gVol. 145, no. 17, p. 9886 - 9894$$n17$$p9886 - 9894$$tJournal of the American Chemical Society$$v145$$x0002-7863$$y2023
000593081 8564_ $$uhttps://bib-pubdb1.desy.de/record/593081/files/Naphthalimide-Annulated%20%5Bn%5DHelicenes.pdf$$yPublished on 2023-04-21. Available in OpenAccess from 2024-04-21.
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