Structure/Chiroptics Relationships of Planar Chiral and Helical Molecules

Grimme, Stefan; Harren, Jörg; Sobanski, Adam; Vögtle, Fritz

doi:10.1002/(sici)1099-0690(199808)1998:8<1491::aid-ejoc1491>3.0.co;2-6

Cited by 228 publications

(157 citation statements)

References 179 publications

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“…[ n ]Helicenes are polycyclic π‐conjugated molecules formed of n ortho‐fused aromatic rings with intrinsic helical chirality. This unique screw‐shaped π‐conjugated structure endows [ n ]helicenes with outstanding optical properties, such as large optical rotation, strong CPL signals, and intense emission . Metal‐based helicenes have emerged as promising candidates for photoelectronic applications, such as OLEDs, switches, sensors, etc., due to the various advantages of the spin–orbit coupling of heavy‐metal ions and electronic interactions between metal center and ligand.…”

Section: Phosphorescent Transition‐metal Complexesmentioning

confidence: 99%

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Han

Guo

et al. 2018

Advanced Optical Materials

574

346

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Due to the characteristics of optical rotation, selective emission of polarized light, and circular dichroism, circularly polarized luminescent materials have aroused extensive attentions, and they have exhibited wide optoelectronic applications, such as optical data storage, liquid crystal display, and backlights in 3D displays. Here, the research progress of circularly polarized luminescent materials for organic optoelectronic devices is summarized. First, the definition and measurement of the circularly polarized light, such as optical rotatory dispersion, circular dichroism, and circularly polarized luminescence, are systematically introduced. Subsequently, the design strategies for various kinds of circularly polarized luminescent materials, including luminescent lanthanide and transition‐metal complexes, small organic luminophores, conjugated polymers, supramolecules, and liquid crystals are summarized. These materials exhibit circularly polarized luminescence with different magnitudes of luminescence dissymmetry values (glum). They are further applied in optoelectronic devices with excellent performance, and the influence factors on the glum values of these materials are presented in detail. Finally, the current opportunities and challenges in this rapidly growing research field are discussed systematically. The circularly polarized luminescent materials with large glum and high luminescence efficiency are very promising for applications in organic optoelectronic fields.

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Section: Phosphorescent Transition‐metal Complexesmentioning

confidence: 99%

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Han

Guo

et al. 2018

Advanced Optical Materials

574

346

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“…The CD spectra of these compounds have previously been considered with the DFT/RPA variant of the DFT/SCI method. 34,36 References to older theoretical approaches ͑mostly semiempirical for the large hexahelicene͒ can also be found in Refs. 34,36. Both molecules are important model compounds with inherent chiral chromophores, i.e., a twisted ͑and pyramidalized͒ CC double bond with importance of Rydberg states ͑TCO͒ and a helix of inherently nonplanar aromatic rings ͑6H͒.…”

Section: Spectrum Of Cyclooctene and Hexahelicenementioning

confidence: 99%

A combination of Kohn–Sham density functional theory and multi-reference configuration interaction methods

Grimme¹,

Waletzke²

1999

The Journal of Chemical Physics

Self Cite

680

703

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An effective Hamiltonian in a basis of spin-and space-symmetry adapted configuration state functions ͑CSF͒, which includes information from Kohn-Sham density functional theory ͑DFT͒, is used to calculate configuration interaction ͑CI͒ wave functions for the electronic states of molecules. The method emphasizes on states of multiconfigurational character which cannot be represented by conventional DFT. The CI matrix elements are constructed empirically by using the exact operator and corrections from DFT. Both the optimized KS orbitals from the parent determinant and the corresponding KS potential from the parent state density are used. Depending on their energy gap the CI off-diagonal elements between CSF are exponentially scaled to zero to avoid double counting of electron correlation. The selection of the most important CSF describing nondynamical correlation effects and the use of an approximate resolution of the identity ͑RI͒ for the evaluation of the two-electron integrals allows a very efficient DFT/MRCI treatment of molecules with several hundreds of electrons. As applications, the prediction of excitation energies for singlet and triplet states of organic molecules and transition metal complexes, the calculation of electronic circular dichroism spectra and investigations of the energetics of diradicals are presented. It is found, that the new DFT/MRCI approach gives results of high accuracy ͑rms errors for relative energies Ͻ0.2 eV͒ comparable to those from sophisticated ab initio treatments.

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“…In this work, the authors have ͑re-͒investigated the CD spectra of a number of substituted and unsubstituted helicenes experimentally and by time-dependent DFT ͑BP86͒, based on their implementation in the TURBOMOLE program. A related study of helicenes was previously published by Grimme et al 64 based on an approximation to TD-DFT. Pioneering experimental and theoretical work has been carried out by Mason et al 53,54 We do not attempt to repeat the detailed discussion of the spectra and the analysis of Ref.…”

Section: E Helicenesmentioning

confidence: 99%

Chiroptical properties from time-dependent density functional theory. I. Circular dichroism spectra of organic molecules

Autschbach

Ziegler

Gisbergen³

et al. 2002

The Journal of Chemical Physics

418

330

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We report the implementation of the computation of rotatory strengths, based on time-dependent density functional theory, within the Amsterdam Density Functional program. The code is applied to the simulation of circular dichroism spectra of small and moderately sized organic molecules, such as oxiranes, aziridines, cyclohexanone derivatives, and helicenes. Results agree favorably with experimental data, and with theoretical results for molecules that have been previously investigated by other authors. The efficient algorithms allow for the simulation of CD spectra of rather large molecules at a reasonable accuracy based on first-principles theory. The choice of the Kohn-Sham potential is a critical issue. It is found that standard gradient corrected functionals often yield the correct shape of the spectrum, but the computed excitation energies are systematically underestimated for the samples being studied. The recently developed exchange-correlation potentials ''GRAC'' and ''SAOP'' often yield much better agreement here with experiments for the excitation energies. The rotatory strengths of individual transitions are usually improved by these potentials as well.

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Structure/Chiroptics Relationships of Planar Chiral and Helical Molecules

Cited by 228 publications

References 179 publications

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

A combination of Kohn–Sham density functional theory and multi-reference configuration interaction methods

Chiroptical properties from time-dependent density functional theory. I. Circular dichroism spectra of organic molecules

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