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Search for "TD-DFT calculations" in Full Text gives 54 result(s) in Beilstein Journal of Organic Chemistry.

On the photoluminescence in triarylmethyl-centered mono-, di-, and multiradicals

  • Daniel Straub,
  • Markus Gross,
  • Mona E. Arnold,
  • Julia Zolg and
  • Alexander J. C. Kuehne

Beilstein J. Org. Chem. 2025, 21, 964–998, doi:10.3762/bjoc.21.80

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  • (because of spin selection rules forbidding the direct transition from the quartet to the doublet state). While for TTM and PTM substituted with weak donors such energetically low-lying quartet (Q1) states have been observed in TD-DFT calculations [20][62] and EPR spectroscopy [63], there are no such
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Published 21 May 2025

Synthesis and characterizations of highly luminescent 5-isopropoxybenzo[rst]pentaphene

  • Islam S. Marae,
  • Jingyun Tan,
  • Rengo Yoshioka,
  • Zakaria Ziadi,
  • Eugene Khaskin,
  • Serhii Vasylevskyi,
  • Ryota Kabe,
  • Xiushang Xu and
  • Akimitsu Narita

Beilstein J. Org. Chem. 2025, 21, 270–276, doi:10.3762/bjoc.21.19

Graphical Abstract
  • (see Table S6 in Supporting Information File 1). BPP-dione 4 exhibited a broad absorption extending to 540 nm with a peak at 305 nm and featureless maxima at 469 and 497 nm, which were in line with the results of time-dependent DFT (TD-DFT) calculations at the M062X/6-311G(d,p) level of theory
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Published 04 Feb 2025

Synthesis and reactivity of the di(9-anthryl)methyl radical

  • Tomohiko Nishiuchi,
  • Kazuma Takahashi,
  • Yuta Makihara and
  • Takashi Kubo

Beilstein J. Org. Chem. 2024, 20, 2254–2260, doi:10.3762/bjoc.20.193

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  • Figure 6a and 6b, respectively. The DAntM radical exhibited a forbidden near-IR (NIR) band centered at 900 nm and relatively intense bands at 580 and 540 nm, whose spectral pattern is similar to the spectrum pattern of the TAntM radical [17]. The result of TD-DFT calculations could reproduce the obtained
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Published 05 Sep 2024

Radical reactivity of antiaromatic Ni(II) norcorroles with azo radical initiators

  • Siham Asyiqin Shafie,
  • Ryo Nozawa,
  • Hideaki Takano and
  • Hiroshi Shinokubo

Beilstein J. Org. Chem. 2024, 20, 1967–1972, doi:10.3762/bjoc.20.172

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  • 2a obtained by TD DFT calculations at the M06/6-31G(d)+SDD//B3LYP-D3/6-31G(d)+SDD level of theory was consistent with the experimental results. Therein, the absorption band at 670 nm (f = 0.0026) was attributed to the transition from HOMO to LUMO+1. Next, the electrochemical properties of 2a in
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Published 12 Aug 2024

Synthesis and optical properties of bis- and tris-alkynyl-2-trifluoromethylquinolines

  • Stefan Jopp,
  • Franziska Spruner von Mertz,
  • Peter Ehlers,
  • Alexander Villinger and
  • Peter Langer

Beilstein J. Org. Chem. 2024, 20, 1246–1255, doi:10.3762/bjoc.20.107

Graphical Abstract
  • different fine structures. However, TD-DFT calculations using the long-range correlated CAM-B3LYP/6-311G(d,p) level of theory reveal that the lowest energy band for all three derivatives 6a, 9a and 12a originate mainly from a HOMO→LUMO transition with some admixture of HOMO−1→LUMO+1 and HOMO−1→LUMO
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Published 29 May 2024

Photochromic derivatives of indigo: historical overview of development, challenges and applications

  • Gökhan Kaplan,
  • Zeynel Seferoğlu and
  • Daria V. Berdnikova

Beilstein J. Org. Chem. 2024, 20, 228–242, doi:10.3762/bjoc.20.23

Graphical Abstract
  • '-dinitrobenzoylindigo 18b were provided by de Melo and co-workers in 2020 using modern femtosecond spectroscopic techniques as well as TD-DFT calculations [60]. In 1989, Takahashi and co-workers reported an important study of geometry and conformational stability of indigo and its N,N'-disubstituted derivatives [61][62
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Published 07 Feb 2024
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  • . The absolute configurations of the axially chiral TCBD and DCNQ derivatives were ascertained by a comparative analysis of the experimental CD spectra against the spectra derived from time-dependent density functional theory (TD-DFT) calculations. The axial chirality was stabilized by the steric
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Published 22 Jan 2024

Beyond n-dopants for organic semiconductors: use of bibenzo[d]imidazoles in UV-promoted dehalogenation reactions of organic halides

  • Kan Tang,
  • Megan R. Brown,
  • Chad Risko,
  • Melissa K. Gish,
  • Garry Rumbles,
  • Phuc H. Pham,
  • Oana R. Luca,
  • Stephen Barlow and
  • Seth R. Marder

Beilstein J. Org. Chem. 2023, 19, 1912–1922, doi:10.3762/bjoc.19.142

Graphical Abstract
  • weak shoulder at ca. 400 nm (ε400 ≈ 150 M−1 cm−1), whereas (Cyc-DMBI)2 exhibits only a strong feature with a maximum at 327 nm (εmax = 13000 M−1 cm−1). TD-DFT calculations (M06/6-31G(d,p), isolated molecules) qualitatively reproduce the different behavior of the two dimers: for (Cyc-DMBI)2 the S0→S1
  • longer-time spectra with Cyc-DMBI• having a blue-shifted absorption relative to N-DMBI•, consistent with the observed features arising from the monomeric radicals. Intersystem crossing (ISC) from the singlet to triplet excited state is also a possibility and TD-DFT calculations suggest that the dimer T1
  • toluene, and (c) (Cyc-DMBI)2 in toluene with excitation at 350 nm in the absence of oxygen. (d) Comparison of temporal evolution of the absorption at 654 nm for both dimers in toluene. (e) Spectra for the two monomeric radicals obtained from M06/6-31G(d,p) TD-DFT calculations. Selective deiodination of 2
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Published 14 Dec 2023

Thienothiophene-based organic light-emitting diode: synthesis, photophysical properties and application

  • Recep Isci and
  • Turan Ozturk

Beilstein J. Org. Chem. 2023, 19, 1849–1857, doi:10.3762/bjoc.19.137

Graphical Abstract
  • and TT units, the LUMO was found to be delocalized through the dimesitylboron and TT ring, the results being in line with the experimental values of our previous study [23]. On the basis of the optimized ground-state geometry, time-dependent DFT (TD-DFT) calculations were conducted in THF to
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Published 07 Dec 2023

A deep-red fluorophore based on naphthothiadiazole as emitter with hybridized local and charge transfer and ambipolar transporting properties for electroluminescent devices

  • Suangsiri Arunlimsawat,
  • Patteera Funchien,
  • Pongsakorn Chasing,
  • Atthapon Saenubol,
  • Taweesak Sudyoadsuk and
  • Vinich Promarak

Beilstein J. Org. Chem. 2023, 19, 1664–1676, doi:10.3762/bjoc.19.122

Graphical Abstract
  • . To further figure out excited-state properties of TPECNz, the natural transition orbitals (NTOs) of singlet (S) and triplet (T) excited states were executed based on time-dependent (TD)-DFT calculations at the CAM-B3LYP/6-31G(d) level of theory. As shown in Figure 1b, the hole and particle of TPECNz
  • state geometry, HOMO and LUMO distributions, and HOMO and LUMO energy levels. Natural transition orbitals (NTOs) were calculated for the excited states using time-dependent (TD)-DFT calculations at the CAM-B3LYP/6-31G(d) level of theory. Device fabrication and testing The patterned ITO-coated glass
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Published 03 Nov 2023

Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect

  • Ken-ichi Nakashima,
  • Naohito Abe,
  • Masayoshi Oyama,
  • Hiroko Murata and
  • Makoto Inoue

Beilstein J. Org. Chem. 2023, 19, 1604–1614, doi:10.3762/bjoc.19.117

Graphical Abstract
  • -dependent (TD)-DFT calculations at the B3LYP/6-31+G(d,p) level with CPCM solvent model (MeOH) [22] were performed for the optimized conformers. The resulting ECD spectra calculated for each conformer were averaged using Boltzmann populations evaluated at 300 K from Gibbs free energy calculated from the
  • GIAO and TD-DFT calculations. b) Comparison of experimental ECD spectra of 1 (gray solid line) and 6 (black dotted line) with the Boltzmann-weighted spectra computed for 1′ (red dashed line). c) Comparison of the experimental ECD spectra of 2 (gray solid line) and 7 (black dotted line) with the
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Published 19 Oct 2023

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

  • Alexander C. Brannan,
  • Elvie F. P. Beaumont,
  • Nguyen Le Phuoc,
  • George F. S. Whitehead,
  • Mikko Linnolahti and
  • Alexander S. Romanov

Beilstein J. Org. Chem. 2023, 19, 1289–1298, doi:10.3762/bjoc.19.95

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  • π-conjugation. The twisted structure of the 4BGIPN ensures that the donor groups accommodate the highest occupied molecular orbital (HOMO) while the acceptor 4,6-dicyanobenzene moiety contains the lowest unoccupied molecular orbital (LUMO) and is supported by the TD-DFT calculations. A comparison of
  • basis set by Ahlrichs [27][28]. TD-DFT calculations were performed to elucidate the nature of the excited state in a crystalline and optimized molecular geometry of 4BGIPN with all data collected in Supporting Information File 1 (Tables S1–S4). All calculations were carried out by Gaussian 16 [29] and
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Published 07 Sep 2023

Phenanthridine–pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme

  • Josipa Matić,
  • Tana Tandarić,
  • Marijana Radić Stojković,
  • Filip Šupljika,
  • Zrinka Karačić,
  • Ana Tomašić Paić,
  • Lucija Horvat,
  • Robert Vianello and
  • Lidija-Marija Tumir

Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40

Graphical Abstract
  • , and then did TD-DFT calculations at the same level of theory. Solvent effects were modeled using the SMD implicit water solvation. The obtained vertical transitions corresponding to absorption maxima at pH 7.0 are 260 and 372 nm (Phen-Py-1), and 270 and 397 nm (Phen-Py-2). At pH 5.0 vertical
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Published 26 Apr 2023

Naphthalimide-phenothiazine dyads: effect of conformational flexibility and matching of the energy of the charge-transfer state and the localized triplet excited state on the thermally activated delayed fluorescence

  • Kaiyue Ye,
  • Liyuan Cao,
  • Davita M. E. van Raamsdonk,
  • Zhijia Wang,
  • Jianzhang Zhao,
  • Daniel Escudero and
  • Denis Jacquemin

Beilstein J. Org. Chem. 2022, 18, 1435–1453, doi:10.3762/bjoc.18.149

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  • approximation [61]. In the pSOC-TD-DFT calculations, relativistic effects were considered using the zero-order relativistic approximation (ZORA) and the ZORA-def2-TZVP basis sets [66][68][69]. pSOC-TD-DFT calculations were performed at the S1 optimized geometry [66] for the rate calculations and at the T1
  • ) calculation a simplified Einstein-based expression, i.e, was used, where ν is the energy gap between the involved states (in cm−1) and f is the oscillator strength for the T1→S0 process, which was obtained from the pSOC-TD-DFT calculations. UV–vis absorption spectra of NI-PTZ, NI-PTZ-O, NI-PTZ2, NI-Ph-PTZ
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Published 11 Oct 2022

Electrochemical and spectroscopic properties of twisted dibenzo[g,p]chrysene derivatives

  • Tomoya Imai,
  • Ryuhei Akasaka,
  • Naruhiro Yoshida,
  • Toru Amaya and
  • Tetsuo Iwasawa

Beilstein J. Org. Chem. 2022, 18, 963–971, doi:10.3762/bjoc.18.96

Graphical Abstract
  • based on TD-DFT calculations [58] are shown in Figure 4 (see Figure S3 in Supporting Information File 1 for excited spectra). The spectral data are summarized in Table 3. The TD-DFT calculations reproduce the absorption spectra quite well. The longest absorption peak is attributed to the transition from
  • (upper graphs) in CH2Cl2 and simulations of absorption based on TD-DFT calculations [lower graphs, TD-B3LYP-D3/6-31G(d,p)//B3LYP/6-31G(d,p)] for DBC derivatives. Electrochemical data, torsion angles determined from the X-ray crystal structures, and HOMO and LUMO levels for DBC derivativesa. Dihedral
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Published 03 Aug 2022

Syntheses of novel pyridine-based low-molecular-weight luminogens possessing aggregation-induced emission enhancement (AIEE) properties

  • Masayori Hagimori,
  • Tatsusada Yoshida,
  • Yasuhisa Nishimura,
  • Yukiko Ogawa and
  • Keitaro Tanaka

Beilstein J. Org. Chem. 2022, 18, 580–587, doi:10.3762/bjoc.18.60

Graphical Abstract
  • -induced emission enhancement (AIEE) properties in aqueous media. Compounds 4a and 4e, bearing electron-withdrawing groups (Br and CF3, respectively) showed 7.0 and 15 times fluorescence enhancement. Time-dependent density functional theory (TD-DFT) calculations were performed to gain better insight into
  • in AIEE. To compare the electronic natures of the compounds with and without AIEE, we performed TD-DFT calculations on each monomer of 3a, 4a, and 4e. The graphical representations of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) for the ground-state
  • (Br and CF3, respectively) exhibited a large fluorescence enhancement. A comparison of the calculated and observed Exmax using TD-DFT calculations revealed the basic features of compounds 4. Therefore, we envision N-methyl-4-((pyridin-2-yl)amino)-substituted maleimides based on an A–D–A system as
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Published 24 May 2022

Effect of a twin-emitter design strategy on a previously reported thermally activated delayed fluorescence organic light-emitting diode

  • Ettore Crovini,
  • Zhen Zhang,
  • Yu Kusakabe,
  • Yongxia Ren,
  • Yoshimasa Wada,
  • Bilal A. Naqvi,
  • Prakhar Sahay,
  • Tomas Matulaitis,
  • Stefan Diesing,
  • Ifor D. W. Samuel,
  • Wolfgang Brütting,
  • Katsuaki Suzuki,
  • Hironori Kaji,
  • Stefan Bräse and
  • Eli Zysman-Colman

Beilstein J. Org. Chem. 2021, 17, 2894–2905, doi:10.3762/bjoc.17.197

Graphical Abstract
  • DICzTRZ were determined by a combination of NMR spectroscopy, mass spectrometry, and IR spectroscopy. Theoretical calculations Density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations in the gas phase at the PBE0/6-31G(d,p) level reveal the potential of DICzTRZ as a TADF material. The
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Published 08 Dec 2021

Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity

  • Zbigniew Malinowski,
  • Emilia Fornal,
  • Agata Sumara,
  • Renata Kontek,
  • Karol Bukowski,
  • Beata Pasternak,
  • Dariusz Sroczyński,
  • Joachim Kusz,
  • Magdalena Małecka and
  • Monika Nowak

Beilstein J. Org. Chem. 2021, 17, 558–568, doi:10.3762/bjoc.17.50

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  • the coordination of copper(II) through nitrogen atoms of the pyridin-2-yl substituent, the pyridazin-3-one moiety, and the 2-(dimethylamino)ethyl group. In the vis–NIR spectrum recorded in methanol, based on TD-DFT calculations, the d–d, metal–ligand charge transfer (MLCT), ligand–metal charge
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Published 25 Feb 2021
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  • presence of these states helped to explain the short τd of 3.7 μs and the high EQEmax of 17% and good device stability with a T50 of 176 hours for the OLED [CIE coordinate (0.22, 0.40)] [23]. In an analogous manner, TD-DFT calculations predicted 5CzTRZ to possess a small ΔEST (0.02 eV) as well as a small
  • [28][29]. Results and Discussion We employed density functional theory (DFT) and TD-DFT calculations to predict the photophysical properties of these emitters in order to assess their potential as TADF emitters for OLEDs. All ground-state calculations were performed using PBE0/6-31G(d,p) in the gas
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Published 21 Jan 2021

Naphthalonitriles featuring efficient emission in solution and in the solid state

  • Sidharth Thulaseedharan Nair Sailaja,
  • Iván Maisuls,
  • Jutta Kösters,
  • Alexander Hepp,
  • Andreas Faust,
  • Jens Voskuhl and
  • Cristian A. Strassert

Beilstein J. Org. Chem. 2020, 16, 2960–2970, doi:10.3762/bjoc.16.246

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  • contributing to the emissive singlet state cannot be entirely ruled out; besides the obvious lack of solvent stabilization in frozen matrices, a TICT suppression at 77 K can also account for the blue-shifted emission in the frozen glassy matrix. However, further transient-absorption experiments and TD-DFT
  • calculations are needed in order to confirm this hypothesis, which is object of ongoing studies. Nonetheless, due to the fact that a vibrational progression is not observed at 77 K, TICT would only account to a minor extent. All the emission spectra and time-resolved photoluminescence decay curves are
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Published 02 Dec 2020

Styryl-based new organic chromophores bearing free amino and azomethine groups: synthesis, photophysical, NLO, and thermal properties

  • Anka Utama Putra,
  • Deniz Çakmaz,
  • Nurgül Seferoğlu,
  • Alberto Barsella and
  • Zeynel Seferoğlu

Beilstein J. Org. Chem. 2020, 16, 2282–2296, doi:10.3762/bjoc.16.189

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  • –Reichardt polarity parameters (ET30, Dimroth–Reichardt polarity parameter in kcal mol−1 of MeOH = 55.4, ACN = 45.6, DMSO = 45.1, DCM = 40.7, THF = 37.4, and PhMe = 33.9) were used in the study [38]. In addition, the absorption spectra of all dyes were obtained by TD-DFT calculations using the PCM model. The
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Published 14 Sep 2020

Development of fluorinated benzils and bisbenzils as room-temperature phosphorescent molecules

  • Shigeyuki Yamada,
  • Takuya Higashida,
  • Yizhou Wang,
  • Masato Morita,
  • Takuya Hosokai,
  • Kaveendra Maduwantha,
  • Kaveenga Rasika Koswattage and
  • Tsutomu Konno

Beilstein J. Org. Chem. 2020, 16, 1154–1162, doi:10.3762/bjoc.16.102

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  • –405 nm (ε: 180–260 M−1·cm−1). To gain more information about the slight difference between the absorption behaviors of the benzil and bisbenzil derivatives, DFT and time-dependent DFT (TD-DFT) calculations at the CAM-B3LYP/6-31+G(d) level of theory were performed for fluorinated benzil 2a and
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Published 29 May 2020

Synthesis and properties of quinazoline-based versatile exciplex-forming compounds

  • Rasa Keruckiene,
  • Simona Vekteryte,
  • Ervinas Urbonas,
  • Matas Guzauskas,
  • Eigirdas Skuodis,
  • Dmytro Volyniuk and
  • Juozas V. Grazulevicius

Beilstein J. Org. Chem. 2020, 16, 1142–1153, doi:10.3762/bjoc.16.101

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  • energy values at the corresponding excited-state geometry. The time-dependent DFT (TD-DFT) calculations were carried out with the Gaussian 16 software package and molecular orbitals were visualized by using Gaussview. Photoelectron emission spectroscopy measurement was performed according to the
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Published 28 May 2020

Bipyrrole boomerangs via Pd-mediated tandem cyclization–oxygenation. Controlling reaction selectivity and electronic properties

  • Liliia Moshniaha,
  • Marika Żyła-Karwowska,
  • Joanna Cybińska,
  • Piotr J. Chmielewski,
  • Ludovic Favereau and
  • Marcin Stępień

Beilstein J. Org. Chem. 2020, 16, 895–903, doi:10.3762/bjoc.16.81

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  • more uniform coverage of the π system is seen for the HOMO orbital. The experimentally observed bandgap variations and absorption profiles (Table 2 and Table 3, Supporting Information File 1, Figures S1–S4, and S11–S16) were qualitatively reproduced in TD-DFT calculations performed for cNDA2O, cNDA3O
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Published 04 May 2020

Direct borylation of terrylene and quaterrylene

  • Haruka Kano,
  • Keiji Uehara,
  • Kyohei Matsuo,
  • Hironobu Hayashi,
  • Hiroko Yamada and
  • Naoki Aratani

Beilstein J. Org. Chem. 2020, 16, 621–627, doi:10.3762/bjoc.16.58

Graphical Abstract
  • fluorescence at 576 nm with a quantum yield of ΦF = 0.86 at 298 K (Figure 3). Both peaks are slightly red-shifted relative to those of intact terrylene (λabs = 560 nm and λem = 571 nm with ΦF = 0.82 in toluene). We employed density functional theory (DFT) and time-dependent (TD)-DFT calculations, both of them
  • distributions is negligible because of the existence of node at 2,5,10,13-positions. The longest band of TB4 at 563 nm comprises the transition from equally destabilized HOMO (−4.29 eV) to LUMO (−1.99 eV) (oscillator strength, f = 0.86). The transition energies and oscillator strengths simulated by TD-DFT
  • calculations showed a good agreement with the observed absorption spectra. Taking the successful result of the terrylene borylation, next we tried to perform the same reaction to quaterrylene (Scheme 2). The quaterrylene was prepared by the oxidative condensation reaction of perylene with TfOH and DDQ [9
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Published 06 Apr 2020
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