Concentration-dependent circularly polarized luminescence (CPL) of chiral N,N'-dipyrenyldiamines: sign-inverted CPL switching between monomer and excimer regions under retention of the monomer emission for photoluminescence

Chemical Communications : Chem Comm
Suguru ItoMasatoshi Asami

Abstract

Herein, an unprecedented switching of circularly polarized luminescence (CPL) is described for chiral 4,6-bis(1-(pyren-1-ylamino)propyl)dibenzo[b,d]furan (1). The CPL band of chiral diamine 1, which contains two pyrene rings, can be switched between the monomer and excimer emission regions under concomitant inversion of the handedness, simply by changing the concentration of the fluorophore. In contrast, the maximum photoluminescence (PL) intensity is always observed in the monomer region, regardless of the concentration. The reversal of the intensity ratio of monomer and excimer emission between PL and CPL was attributed to a stronger CPL (|gem| = ∼3-4 × 10-3) contribution from the minor excimer component, which should exhibit an efficient chiral environment around the dimeric pyrenes.

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Citations

Feb 21, 2018·Organic & Biomolecular Chemistry·Ya-Fen YangWen Ke
Jul 17, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Xiao-Peng ZhangTao Wu
Jan 19, 2019·Chemical Communications : Chem Comm·Josué JiménezSantiago de la Moya
Feb 23, 2019·Chemical Communications : Chem Comm·Chihiro MaedaTadashi Ema
Sep 25, 2019·Chemistry : a European Journal·Jia-Liang MaCui-Hua Zhao
Dec 4, 2019·Chemistry : a European Journal·Chihiro MaedaTadashi Ema
Feb 29, 2020·Angewandte Chemie·Chihiro MaedaTadashi Ema
Apr 17, 2020·Chemistry : a European Journal·Chihiro MaedaTadashi Ema
Sep 24, 2020·Chemical Communications : Chem Comm·Kerui LiuYixiang Cheng
Oct 13, 2018·Chemical Science·Alexandre HombergJérôme Lacour
Jan 23, 2018·Chemical Communications : Chem Comm·Kazuto TakaishiTadashi Ema
Mar 20, 2019·Chemical Communications : Chem Comm·Yuki Imai, Junpei Yuasa
May 7, 2020·Frontiers in Chemistry·Pablo ReineDelia Miguel
Nov 15, 2017·Organic & Biomolecular Chemistry·Suguru ItoMasatoshi Asami
Jul 30, 2020·Chemistry : a European Journal·Lorenzo ArricoFrancesco Zinna
Apr 2, 2021·The Journal of Organic Chemistry·Yudai OnoTakeharu Haino
Apr 14, 2018·Journal of the American Chemical Society·Kazuto TakaishiTadashi Ema
Jan 8, 2020·Journal of the American Chemical Society·Kazuto TakaishiTadashi Ema
Apr 20, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·Yuening ZhangPengfei Duan

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