Circularly polarized luminescence of AIE-active chiral O-BODIPYs induced via intramolecular energy transfer

2015 ◽  
Vol 51 (43) ◽  
pp. 9014-9017 ◽  
Author(s):  
Shuwei Zhang ◽  
Yuxiang Wang ◽  
Fandian Meng ◽  
Chunhui Dai ◽  
Yixiang Cheng ◽  
...  

Two AIE-active chiral BINOL-based O-BODIPY enantiomers (R/S-5) were synthesized and showed mirror-image red-colour CPL induced via intramolecular energy transfer.

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2606 ◽  
Author(s):  
Michiya Fujiki ◽  
Julian Koe ◽  
Takashi Mori ◽  
Yoshihiro Kimura

We report experimental tests of whether non-rigid, π-conjugated luminophores in the photoexcited (S1) and ground (S0) states dissolved in achiral liquids are mirror symmetrical by means of circularly polarized luminescence (CPL) and circular dichroism (CD) spectroscopy. Herein, we chose ten oligofluorenes, eleven linear/cyclic oligo-p-arylenes, three binaphthyls and five fused aromatics, substituted with alkyl, alkoxy, phenyl and phenylethynyl groups and also with no substituents. Without exception, all these non-rigid luminophores showed negative-sign CPL signals in the UV-visible region, suggesting temporal generation of energetically non-equivalent non-mirror image structures as far-from equilibrium open-flow systems at the S1 state. For comparison, unsubstituted naphthalene, anthracene, tetracene and pyrene, which are achiral, rigid, planar luminophores, did not obviously show CPL/CD signals. However, camphor, which is a rigid chiral luminophore, showed mirror-image CPL/CD signals. The dissymmetry ratio of CPL (glum) for the oligofluorenes increased discontinuously, ranging from ≈ −(0.2 to 2.0) × 10−3, when the viscosity of the liquids increased. When the fluorene ring number increased, the glum value extrapolated at [η] = 0 reached −0.8 × 10−3 at 420 nm, leading to (–)-CPL signals predicted in the vacuum state. Our comprehensive CPL and CD study should provide a possible answer to the molecular parity violation hypothesis arising due to the weak neutral current mediated by the Z0-boson.


2020 ◽  
Vol 49 (28) ◽  
pp. 9588-9594 ◽  
Author(s):  
Hiroki Yoshikawa ◽  
Gaku Nakajima ◽  
Yuki Mimura ◽  
Takahiro Kimoto ◽  
Yoshiro Kondo ◽  
...  

Five optically inactive EuIII and TbIII complexes with achiral organic ligands revealed north-up/south-up magnet geometry dependent mirror-image magnetic circularly polarized luminescence in solutions, in films and bulk powder under 1.6 Tesla.


2017 ◽  
Vol 53 (7) ◽  
pp. 1269-1272 ◽  
Author(s):  
Jatish Kumar ◽  
Tsuyoshi Kawai ◽  
Takuya Nakashima

Sets of mirror image circular dichroism (CD) and circularly polarized luminescence (CPL) spectra are for the first time demonstrated using enantiomeric dihydrolipoic acid (DHLA)-capped silver nanoclusters.


2020 ◽  
Vol 56 (56) ◽  
pp. 7706-7709 ◽  
Author(s):  
Jingqi Chen ◽  
Xiaowei Liu ◽  
Zhiguang Suo ◽  
Chenqi Gao ◽  
Feifei Xing ◽  
...  

Right- and left-handed helical G-quartet nanostructures are synthesized for the first time simultaneously via 5′-guanosine monophosphate (GMP) self-assembly, and further applied as circularly polarized luminescence (CPL) templates.


2020 ◽  
Author(s):  
Haruka Kano ◽  
Hironobu Hayashi ◽  
Kyohei Matsuo ◽  
Michiya Fujiki ◽  
Hiroko Yamada ◽  
...  

Abstract Optically active fullerenes (C76, C82, C84), including C60 and C70 derivatives carrying organic substituents, possess various potent applications because of unique spectroscopic, catalytic, and chiral recognition properties. However, their inherent photoexcited chirality has not yet been elucidated because of a very poor quantum yield of fluorescence (FL). With this background in mind, we synthesized new chiral C70 derivatives, X70A, solely by reacting bis-borylated xanthene with C70 in a one-step double addition reaction with 20% yield, followed by a successful optical resolution using a recyclable chiral-HPLC technique. The isolated X70A enantiomers were confirmed by their mirror-image circular dichroism spectra in the range of 300 nm and 700 nm. The enantiomeric pair of X70A in toluene revealed clearly mirror-image circularly polarized luminescence (CPL) spectra with a high |glum| value of 7.0 × 10–3 at 690 nm associated with FL lifetime of 0.99 ns. The deep-red CPL of X70A should provide new photofunctionality as chiral nanocarbon materials.


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