Oligoamylose-entwined porphyrin: excited-state induced-fit for chirality induction

2016 ◽  
Vol 52 (12) ◽  
pp. 2481-2484 ◽  
Author(s):  
Mitsuhiko Morisue ◽  
Takashi Yumura ◽  
Risa Sawada ◽  
Masanobu Naito ◽  
Yasuhisa Kuroda ◽  
...  
Keyword(s):  
Excited State ◽  
Ground State ◽  
Induced Fit ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
Circular Dichroïsm ◽  
Chirality Induction ◽  
Porphyrin Moiety ◽  
Photoexcited State

An oligoamylose-strapped porphyrin displayed circularly polarized luminescence (CPL) in the S1 state despite being silent in circular dichroism (CD) in the ground state, suggesting chirality induction in the photoexcited porphyrin moiety from the oligoamylose-strap in the photoexcited state.

scholarly journals Questions of Mirror Symmetry at the Photoexcited and Ground States of Non-Rigid Luminophores Raised by Circularly Polarized Luminescence and Circular Dichroism Spectroscopy: Part 1. Oligofluorenes, Oligophenylenes, Binaphthyls and Fused Aromatics

Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2606 ◽  
Author(s):  
Michiya Fujiki ◽  
Julian Koe ◽  
Takashi Mori ◽  
Yoshihiro Kimura
Keyword(s):  
Circular Dichroism ◽  
Mirror Symmetry ◽  
Neutral Current ◽  
Visible Region ◽  
Cd Spectroscopy ◽  
Mirror Image ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
Circular Dichroïsm

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.

Sign inversion of circularly polarized luminescence by geometry manipulation of four naphthalene units introduced into a tartaric acid scaffold

2014 ◽  
Vol 50 (85) ◽  
pp. 12836-12839 ◽  
Author(s):  
Tomoyuki Amako ◽  
Kazuki Nakabayashi ◽  
Tadashi Mori ◽  
Yoshihisa Inoue ◽  
Michiya Fujiki ◽  
...  
Keyword(s):  
Circular Dichroism ◽  
Tartaric Acid ◽  
Circularly Polarized ◽  
Sign Inversion ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
Circular Dichroïsm

Tethering four 1- vs. 2-naphthyls to the same chiral scaffold derived from tartaric acid led to oppositely signed circularly polarized luminescence and circular dichroism.

Synthetic Control of the Excited-State Dynamics and Circularly Polarized Luminescence of Fluorescent “Push-Pull” Tetrathia[9]helicenes

2016 ◽  
Vol 22 (12) ◽  
pp. 4263-4273 ◽  
Author(s):  
Yuki Yamamoto ◽  
Hayato Sakai ◽  
Junpei Yuasa ◽  
Yasuyuki Araki ◽  
Takehiko Wada ◽  
...  
Keyword(s):  
Excited State ◽  
Synthetic Control ◽  
Circularly Polarized ◽  
Excited State Dynamics ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence

scholarly journals Modulation of circularly polarized luminescence through excited-state symmetry breaking and interbranched exciton coupling in helical push–pull organic systems

2020 ◽  
Vol 11 (2) ◽  
pp. 567-576 ◽  
Author(s):  
Kais Dhbaibi ◽  
Ludovic Favereau ◽  
Monika Srebro-Hooper ◽  
Cassandre Quinton ◽  
Nicolas Vanthuyne ◽  
...  
Keyword(s):  
Excited State ◽  
Symmetry Breaking ◽  
Luminescence Intensity ◽  
Solvent Polarity ◽  
Circularly Polarized ◽  
Polarity Effect ◽  
Exciton Coupling ◽  
Organic Systems ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence

Solvent polarity effect on circularly polarized luminescence intensity was assessed in helical push–pull organic systems through excited-state symmetry breaking and interbranched exciton coupling.

scholarly journals Ligand Induced Circular Dichroism and Circularly Polarized Luminescence in CdSe Quantum Dots

ACS Nano ◽  
2013 ◽  
Vol 7 (12) ◽  
pp. 11094-11102 ◽  
Author(s):  
Urice Tohgha ◽  
Kirandeep K. Deol ◽  
Ashlin G. Porter ◽  
Samuel G. Bartko ◽  
Jung Kyu Choi ◽  
...  
Keyword(s):  
Quantum Dots ◽  
Circular Dichroism ◽  
Cdse Quantum Dots ◽  
Induced Circular Dichroism ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
Circular Dichroïsm

The synthesis of chiral triphenylpyrrole derivatives and their aggregation-induced emission enhancement, aggregation-induced circular dichroism and helical self-assembly

RSC Advances ◽  
2016 ◽  
Vol 6 (28) ◽  
pp. 23420-23427 ◽  
Author(s):  
Kaichang Liang ◽  
Lichao Dong ◽  
Na Jin ◽  
Didi Chen ◽  
Xiao Feng ◽  
...  
Keyword(s):  
Circular Dichroism ◽  
Self Assembly ◽  
Induced Circular Dichroism ◽  
Circularly Polarized ◽  
Aggregation Induced Emission ◽  
Self Assembling ◽  
Emission Enhancement ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
Circular Dichroïsm

AIEE-active chiral triphenylpyrrole derivatives possess aggregation-induced circular dichroism and circularly polarized luminescence features with self-assembling helical nanofibers.

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