Sign inversions of circularly polarized luminescence for helical compounds by chemically fine-tuning operations

2020 ◽  
Vol 56 (12) ◽  
pp. 1863-1866 ◽  
Author(s):  
Wei-Bin Lin ◽  
Dong-Qiang He ◽  
Hai-Yan Lu ◽  
Zhi-Qiang Hu ◽  
Chuan-Feng Chen
Keyword(s):  
Fine Tuning ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
One Step

Sign inversions of CPL by fine-tuning operations on structures of helical compounds were realized by one step-oxidation or TPA-modification.

scholarly journals One-Step Simultaneous Synthesis of Circularly Polarized Luminescent Multiple Helicenes Using a Chrysene Framework

2020 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Shoya Yamakawa ◽  
Nozomu Suzuki ◽  
Eiji Yashima
Keyword(s):  
Density Functional ◽  
Density Functional Theory Calculations ◽  
Functional Theory ◽  
Circularly Polarized ◽  
X Ray Crystallography ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
One Step ◽  
Acidic Conditions ◽  
Simultaneous Synthesis

<p>A series of multiple helicenes was simultaneously synthesized in one step by intramolecular cyclization of a single chrysene derivative containing two 2-[(4-alkoxyphenyl)ethynyl]phenyl units accompanied by rearrangements of the aryl pendants. The electrophile-induced double cyclization with or without aryl migrations proceeded efficiently under acidic conditions to afford annulative p-extension of the chrysene units and produced quadruple (QH-<b>2</b>), triple (TH-<b>2</b>), and double (DH-<b>2</b>) helicenes containing [4]- and/or [5]helicene frameworks with dynamic and/or static helicene chirality in one step. Three multiple helicenes’ structures were determined by X-ray crystallography and/or density functional theory calculations. The multiple TH-<b>2</b> and DH-<b>2</b> helicenes were separated into enantiomers because of the stable one and two [5]helicene moieties, respectively, and showed intense circular dichroism and circularly polarized luminescence. Although QH-<b>2</b>, which comprises four [4]helicene subunits, was not resolved into enantiomers, the TH-<b>2</b> enantiomers were further separated into a pair of diastereomers at low temperature resulting from their substituted [4]helicene chirality.</p>

scholarly journals Deep-red circularly polarized luminescent C70 derivatives

2020 ◽  
Author(s):  
Haruka Kano ◽  
Hironobu Hayashi ◽  
Kyohei Matsuo ◽  
Michiya Fujiki ◽  
Hiroko Yamada ◽  
...  
Keyword(s):  
Chiral Recognition ◽  
Addition Reaction ◽  
Optical Resolution ◽  
Mirror Image ◽  
Chiral Hplc ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
Nanocarbon Materials ◽  
One Step

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.

Stimuli-responsive circularly polarized luminescence from an achiral perylenyl dyad

2017 ◽  
Vol 15 (39) ◽  
pp. 8463-8470 ◽  
Author(s):  
Junfeng Li ◽  
Chenglong Yang ◽  
Xuelei Peng ◽  
Qi Qi ◽  
Yonghua Li ◽  
...  
Keyword(s):  
Fine Tuning ◽  
Stimuli Responsive ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
External Stimuli

Stimuli-responsive circularly polarized luminescence (CPL) was successfully achieved through fine-tuning the conformation of a perylenyl dyad by using external stimuli.

scholarly journals One-Step Simultaneous Synthesis of Circularly Polarized Luminescent Multiple Helicenes Using a Chrysene Framework

2020 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Shoya Yamakawa ◽  
Nozomu Suzuki ◽  
Eiji Yashima
Keyword(s):  
Density Functional ◽  
Density Functional Theory Calculations ◽  
Functional Theory ◽  
Circularly Polarized ◽  
X Ray Crystallography ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence ◽  
One Step ◽  
Acidic Conditions ◽  
Simultaneous Synthesis

<p>A series of multiple helicenes was simultaneously synthesized in one step by intramolecular cyclization of a single chrysene derivative containing two 2-[(4-alkoxyphenyl)ethynyl]phenyl units accompanied by rearrangements of the aryl pendants. The electrophile-induced double cyclization with or without aryl migrations proceeded efficiently under acidic conditions to afford annulative p-extension of the chrysene units and produced quadruple (QH-<b>2</b>), triple (TH-<b>2</b>), and double (DH-<b>2</b>) helicenes containing [4]- and/or [5]helicene frameworks with dynamic and/or static helicene chirality in one step. Three multiple helicenes’ structures were determined by X-ray crystallography and/or density functional theory calculations. The multiple TH-<b>2</b> and DH-<b>2</b> helicenes were separated into enantiomers because of the stable one and two [5]helicene moieties, respectively, and showed intense circular dichroism and circularly polarized luminescence. Although QH-<b>2</b>, which comprises four [4]helicene subunits, was not resolved into enantiomers, the TH-<b>2</b> enantiomers were further separated into a pair of diastereomers at low temperature resulting from their substituted [4]helicene chirality.</p>

Circularly polarized luminescence spectroscopy

1977 ◽  
Vol 77 (6) ◽  
pp. 773-792 ◽  
Author(s):  
Frederick S. Richardson ◽  
James P. Riehl
Keyword(s):  
Luminescence Spectroscopy ◽  
Circularly Polarized ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence

Blue Circularly Polarized Luminescent Amorphous Molecules with Single-handed Propeller Chirality Induced by Circularly Polarized Light Irradiation

2021 ◽  
Author(s):  
Zhaoming Zhang ◽  
Takunori Harada ◽  
Adriana Pietropaolo ◽  
Yuting Wang ◽  
Yue Wang ◽  
...  
Keyword(s):  
Polarized Light ◽  
Light Irradiation ◽  
Circularly Polarized Light ◽  
Circularly Polarized ◽  
Trigonal Symmetry ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence

Preferred-handed propeller conformation was induced by circularly polarized light irradiation to three amorphous molecules with trigonal symmetry, and the molecules with induced chirality efficiently exhibited blue circularly polarized luminescence. In...

scholarly journals Solid‐State Near‐Infrared Circularly Polarized Luminescence from Chiral YbIII‐Single‐Molecule Magnet

2021 ◽  
Author(s):  
Fabrice Pointillart ◽  
Bertrand Lefeuvre ◽  
Carlo Andrea Mattei ◽  
Jessica Flores Gonzalez ◽  
Frédéric Gendron ◽  
...  
Keyword(s):  
Solid State ◽  
Single Molecule ◽  
Near Infrared ◽  
Circularly Polarized ◽  
Single Molecule Magnet ◽  
Circularly Polarized Luminescence ◽  
Polarized Luminescence
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