Significant Enhancement of Absorption and Luminescence Dissymmetry Factors in the Far‐Red Region: A Zinc(II) Homoleptic Helicate Formed by a Pair of Achiral Dipyrromethene Ligands

Ito, Hiroaki; Sakai, Hayato; Okayasu, Yoshinori; Yuasa, Junpei; Mori, Tadashi; Hasobe, Taku

doi:10.1002/chem.201804171

Cited by 43 publications

(30 citation statements)

References 70 publications

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“…Not only the chiral component but also achiral molecules can generate and amplify the CPL properties. [161][162][163] www.advmat.de www.advancedsciencenews.com Adv. Mater.…”

Section: Cpl Enhanced By An Achiral Componentmentioning

confidence: 99%

Circularly Polarized Luminescence in Nanoassemblies: Generation, Amplification, and Application

et al. 2019

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Yutao Sang obtained his B.Sc. and M.Sc. degrees in chemistry from Qingdao University, China. In 2016, he enrolled on a Ph.D. course at the Institute of Chemistry, Chinese Academy of Sciences (ICCAS), under the supervision of Prof. Minghua Liu, where he is currently in his third year. His ongoing research includes supramolecular chirality, chiroptical materials, and symmetry breaking of achiral molecules in gels and related systems. Pengfei Duan received his Ph.D. degree from the Institute of Chemistry, Chinese Academy of Sciences (CAS) in 2011 with Prof. Minghua Liu on chiral selfassembly in colloid and interface chemistry. He was a postdoctoral research fellow with Prof. Nobuo Kimizuka at Kyushu University, working on photon upconversion in self-assembled systems. In 2015, he became a professor at the National Center for Nanoscience and Technology (NCNST). His current research interests focus on photochemistry and photophysics in chiral supramolecular systems.

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“…Not only the chiral component but also achiral molecules can generate and amplify the CPL properties. [161][162][163] www.advmat.de www.advancedsciencenews.com Adv. Mater.…”

Section: Cpl Enhanced By An Achiral Componentmentioning

confidence: 99%

Circularly Polarized Luminescence in Nanoassemblies: Generation, Amplification, and Application

et al. 2019

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“…Planar and helical chiralities, as found in helicenes, were highlighted to promote important dissymmetry factors because of the larger magnetic transition dipole moments induced by aromatic distortion. Hence, important efforts were made to rationalize this observation with the calculation of

and

and the determination of the θ angle (Sato et al, 2017 ; Ito et al, 2018 ; Tanaka et al, 2018b , c ). The outstanding | g lum | value of 0.152 reported for the single-wall carbon nanotubes (Dhbaibi et al, 2019 ) cyclo-2,8-chrysenylene by Isobe and Sato was attributed to the unusually important magnetic transition dipole moment originating from a cyclic aromatic structure which allows and facilitates a magnetic field-induced current loop (Sato et al, 2017 ).…”

Section: Physical Basis Of Cpl and Strategies To Achieve Strong Cpl Ementioning

confidence: 99%

Beyond Chiral Organic (p-Block) Chromophores for Circularly Polarized Luminescence: The Success of d-Block and f-Block Chiral Complexes

2020

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Chiral molecules are essential for the development of advanced technological applications in spintronic and photonic. The best systems should produce large circularly polarized luminescence (CPL) as estimated by their dissymmetry factor ( g lum ), which can reach the maximum values of −2 ≤ g lum ≤ 2 when either pure right- or left-handed polarized light is emitted after standard excitation. For matching this requirement, theoretical considerations indicate that optical transitions with large magnetic and weak electric transition dipole moments represent the holy grail of CPL. Because of their detrimental strong and allowed electric dipole transitions, popular chiral emissive organic molecules display generally moderate dissymmetry factors (10 −5 ≤ g lum ≤ 10 −3 ). However, recent efforts in this field show that g lum can be significantly enhanced when the chiral organic activators are part of chiral supramolecular assemblies or of liquid crystalline materials. At the other extreme, chiral Eu III - and Sm III -based complexes, which possess intra-shell parity-forbidden electric but allowed magnetic dipole transitions, have yielded the largest dissymmetry factor reported so far with g lum ~ 1.38. Consequently, 4f-based metal complexes with strong CPL are currently the best candidates for potential technological applications. They however suffer from the need for highly pure samples and from considerable production costs. In this context, chiral earth-abundant and cheap d-block metal complexes benefit from a renewed interest according that their CPL signal can be optimized despite the larger covalency displayed by d-block cations compared with 4f-block analogs. This essay thus aims at providing a minimum overview of the theoretical aspects rationalizing circularly polarized luminescence and their exploitation for the design of chiral emissive metal complexes with strong CPL. Beyond the corroboration that f–f transitions are ideal candidates for generating large dissymmetry factors, a special attention is focused on the recent attempts to use chiral Cr III -based complexes that reach values of g lum up to 0.2. This could pave the way for replacing high-cost rare earths with cheap transition metals for CPL applications.

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“…This property is characterized by the preferential emission of left (I L ) or right handed (I R ) circularly polarized light with respect to the entire emission (I L +I R )/2, being usually described by the dimensionless Kuhn factor of the emission, g lum = 2(I L -I R )/(I L +I R ). For simple organic molecules (SOMs), these values usually range from 0.01 to 0.0001, being scarce values higher than 0.01 (Sato et al, 2017;Ito et al, 2018;Takaishi et al, 2018Takaishi et al, , 2019Takaishi et al, , 2020Han et al, 2019;Reine et al, 2019;Schaack et al, 2019;Zheng et al, 2019).…”

Section: Introductionmentioning

confidence: 99%

Simple Perylene Diimide Cyclohexane Derivative With Combined CPL and TPA Properties

et al. 2020

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In this work we describe the linear and non-linear (chiro)optical properties of an enantiopure bis-perylenediimide (PDI) cyclohexane derivative. This compound exhibits upconversion based on a two-photon absorption (TPA) process with a cross-section value of 70 GM together with emission of circularly polarized luminescence (CPL), showing a g lum in the range of 10 −3 . This simple structure represents one of the scarce examples of purely organic compounds combining both TPA and CPL responses, together with large values of molar absorptivity and fluorescence quantum yield with emission in the 500-600 nm. Self-assembly induced by introduction of a poor solvent allows for a spectacular shift of the emission into the near-infrared (NIR, 650-750 nm) by formation of well-defined rotationally displaced dimers. Therefore, we are here presenting a versatile platform whose optical properties can be simply tuned by self-assembly or by functionalization of the electron-deficient aromatic core of PDIs.

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Significant Enhancement of Absorption and Luminescence Dissymmetry Factors in the Far‐Red Region: A Zinc(II) Homoleptic Helicate Formed by a Pair of Achiral Dipyrromethene Ligands

Cited by 43 publications

References 70 publications

Circularly Polarized Luminescence in Nanoassemblies: Generation, Amplification, and Application

Circularly Polarized Luminescence in Nanoassemblies: Generation, Amplification, and Application

Beyond Chiral Organic (p-Block) Chromophores for Circularly Polarized Luminescence: The Success of d-Block and f-Block Chiral Complexes

Simple Perylene Diimide Cyclohexane Derivative With Combined CPL and TPA Properties

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