About the Research
Research Theme
Systematic exploration of non-radiative decay paths in photoreactions: toward the theoretical design of photo-functional molecules
Keyword
Excitated state calculation, Automated reaction path search, Molecular dynamics, Photoreaction
Research Outline
In a photo reaction, a photo-excited molecule decays to the ground state by four processes, internal conversion via conical intersections (CI), intersystem crossing via seam of crossing (SX), fluorescence, and phosphorescence. Thus, photoreaction mechanisms can be discussed by computing the four decay processes. However, the estimation of CI and SX molecular geometries is not easy. We developed methods to search for CI and SX geometries automatically and systematically. Also, we develop methods to design photo-functional molecules with a combination use of the systematic explorations and informatics methods.
Representative Research Achievements
- Exploring approximate geometries of minimum energy conical intersections by TDDFT calculations
Yu Harabuchi, Miho Hatanaka, Satoshi Maeda, Chem. Phys. Lett., in press 2019
DOI: 10.1016/j.cpletx.2019.100007 - Exploring radiative and nonradiative decay paths in indole, isoindole, quinoline, and isoquinoline
Yu Harabuchi, Kenichiro Saita and Satoshi Maeda, Photochem. Photobiol. Sci., 2018, 17, 315-322
DOI: 10.1039/C7PP00385D - Exploring the Mechanism of Ultrafast Intersystem Crossing in Re(I) Carbonyl Bipyridine Halide Complexes: Key Vibrational Modes and Spin-Vibronic Quantum Dynamics
Yu Harabuchi, Julien Eng, Etienne Gindensperger, Tetsuya Taketsugu, Satoshi Maeda, and Chantal Daniel, J. Chem. Theo. Comp., 2016, 12, 2335-2345
DOI: 10.1021/acs.jctc.6b00080 - Exploration of Minimum Energy Conical Intersection Structures of Small Polycyclic Aromatic Hydrocarbons: Impact on the Size Dependence of Fluorescence Quantum Yields
Yu Harabuchi, Tetsuya Taketsugu, and S Maeda, Phys. Chem. Chem. Phys., 2015, 17, 22561-22565
DOI: 10.1039/C5CP02103K - Analyses of bifurcation of reaction pathways on a global reaction route map: a case study of gold cluster Au5
Yu Harabuchi, Yuriko Ono, Satoshi Maeda, and Tetsuya Taketsugu, J. Chem. Phys., 2015, 143, 014301
DOI: 10.1063/1.4923163
Related Research
- MANABIYA Manuscript Press Release Light stimulates a new twist for synthetic chemistry
- Method developed for synthesizing γ-lactones from allylic alcohols and formate salts under light irradiation
- Press Release Virtual exploration of chemical reactions
- Addressing challenges for kinetics predictions via neural network potentials
- Graph neural networks accelerate AFIR-based automated reaction path search
- Press Release Automated chemical reaction prediction: now in stereo
- Method for automated reaction path search of photoredox reactions enables determination of the Knowles hydroamination mechanism
- Press Release Simplified process shines light on new catalyst opportunities
- Molecule that breaks the nearly 100-year-old Hund’s Rule opens path for more efficient organic LEDs
- Press Release Simulations provide map to treasure trove of fluorinated compounds
- Press Release Hitting rewind to predict multi-step chemical reactions
- Press Release Chemical reaction design goes virtual
- MANABIYA Manuscript Understanding the Ring-Flip Mechanism of Overcrowded Ethylenes through an Experimental and Theoretical Approach
- Computational-chemistry-guided development of the difunctionalization of ethylene gas: selective incorporation of two ethylene molecules
- Carboxylation of a Palladacycle Formed via C(sp3)–H Activation: AFIR Theory‐Driven Reaction Design
- Computationally Designed Synthesis of Difluoroglycine Derivatives from Amines, Difluorocarbene, and Carbon Dioxide
- Kinetic prediction of reverse intersystem crossing in organic donor–acceptor molecules
- Novel computer-assisted chemical synthesis method cuts research time and cost
Publications
2024
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Photoinduced Dual Bond Rotation of a Nitrogen-Containing System Realized by Chalcogen Substitution
, R. Kaguchi, T. Akahane, Y. Harabuchi, T. Taniguchi, K. Monde, S. Maeda, S. Ichikawa, A. Katsuyama, Nature Chemistry, 2024, ,
DOI: 10.1038/s41557-024-01461-9
2023
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Azobenzene as a Photoswitchable Mechanophore
, B. Xue, J. H. Yang, J. L. Jiang, J. Liu, Y. Y. Zhou, J. S. Zhang, M. J. Wu, Y. Yuan, Z. S. Zhu, Z. J. Wang, Y. L. Chen, Y. Harabuchi, T. Nakajima, W. Wang, S. Maeda, J. P. Gong, Y. Cao, Nature Chemistry, 2023, ,
DOI: 10.1038/s41557-023-01389-6
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Searching Chemical Action and Network (SCAN): An Interactive Chemical Reaction Path Network Platform
, Harabuchi, Y., Maeda, S., Fujima, J., Takahashi, K., Digital Discovery, 2023, 2, 1104-1111
DOI: 10.1039/d3dd00026e
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Challenges for Kinetics Predictions via Neural Network Potentials: A Wilkinson's Catalyst Case
, P. Gantzer, Y. Harabuchi, S. Maeda, A. Varnek, Molecules, 2023, 28 (11), 4477
DOI: 10.3390/molecules28114477
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Toward Ab Initio Reaction Discovery Using the Artificial Force Induced Reaction Method
, Y. Harabuchi, H. Hayashi, T. Mita, Annual Review of Physical Chemistry, 2023, 74, 287-311
DOI: 10.1146/annurev-physchem-102822-101025
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Virtual Ligand Strategy in Transition Metal Catalysis Toward Highly Efficient Elucidation of Reaction Mechanisms and Computational Catalyst Design
, Y. Harabuchi, S. Maeda, Acs Catalysis, 2023, 13, 8, 5697–5711
DOI: 10.1021/acscatal.3c00576
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Highly Chemoselective Ligands for Suzuki-Miyaura Cross-Coupling Reaction Based on Virtual Ligand-Assisted Screening
, Y. Harabuchi, Y. Nagata, S. Maeda, Org. Biomol. Chem., 2023, 21, 3132-3142
DOI: 10.1039/d3ob00398a
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Exploring the Quantum Chemical Energy Landscape with GNN- Guided Artificial Force
, Y. Harabuchi, S. Maeda, K. Tsuda, J. Chem. Theory Comput., 2023, 19, 3, 713–717
DOI: 10.1021/acs.jctc.2c01061
2022
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Prediction of High-Yielding Single-Step or Cascade Pericyclic Reactions for the Synthesis of Complex Synthetic Targets
, H. Takano, H. Hayashi, W. Kanna, Y. Harabuchi, K. N. Houk, S. Maeda, J. Am. Chem. Soc., 2022, 144, 50, 22985–23000
DOI: 10.1021/jacs.2c09830
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Oxidation and Reduction Pathways in the Knowles Hydroamination via a Photoredox-Catalyzed Radical Reaction
, H. Hayashi, H. Takano, T. Mita, S. Maeda, Angew. Chem., Int. Ed., 2022, ,
DOI: 10.1002/anie.202211936
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A Theory-Driven Synthesis of Symmetric and Unsymmetric 1,2-Bis(diphenylphosphino)ethane Analogues via Radical Difunctionalization of Ethylene
, H. Katsuyama, H. Hayashi, W. Kanna, Y. Harabuchi, S. Maeda, T. Mita, Nat. Commun., 2022, 13, Article number: 7034 (2022)
DOI: 10.1038/s41467-022-34546-5
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Theoretical Study of Carbon Isotope Effects in the Nonclassical Carbonyl Cation CO/ M(CO)(n) (+) (M = Cu, Ag, Au; n=1-4)
, T. Tsutsumi, Y. Harabuchi, T. Taketsugu, Y. Fujii, Chemical Physics Letters, 2022, 806,
DOI: 10.1016/j.cplett.2022.140008
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Delayed Fluorescence from Inverted Singlet and Triplet Excited States
, Y. J. Pu, Y. Harabuchi, A. Nihonyanagi, R. Ibuka, H. Inuzuka, B. Dhara, Y. Koyama, K. I. Nakayama, S. Maeda, F. Araoka, D. Miyajima, Nature, 2022, 609, 502–506
DOI: 10.1038/s41586-022-05132-y
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Quantum Chemical Calculations to Trace Back Reaction Paths for the Prediction of Reactants
, Y. Harabuchi, Y. Nagata, S. Maeda, Jacs Au, 2022, 2, 1181-1188
DOI: 10.1021/jacsau.2c00157
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Virtual Ligand-Assisted Screening Strategy to Discover EnablingLigands for Transition Metal Catalysis
, Y. Harabuchi, S. Maeda, Acs Catalysis, 2022, 12, 3752-3766
DOI: 10.1021/acscatal.2c00267
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Leveraging Algorithmic Search in Quantum Chemical Reaction Path Finding
, Y. Harabuchi, S. Maeda, K. Tsuda, Phys. Chem. Chem. Phys., 2022, 24, 10305-10310
DOI: 10.1039/d2cp01079h
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Kinetic Analysis of a Reaction Path Network Including Ambimodal Transition States: A Case Study of an Intramolecular Diels-Alder Reaction
, S. Maeda, Y. Harabuchi, J. Chem. Theory Comput., 2022, 18, 1663-1671
DOI: 10.1021/acs.jctc.1c01297
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Anthraquinodimethane Ring-Flip in Sterically Congested Alkenes: Isolation of Isomer and Elucidation of Intermediate through Experimental and Theoretical Approach
, T. Tadokoro, Y. Harabuchi, Y. Hayashi, S. Maeda, T. Suzuki, Bulletin of the Chemical Society of Japan, 2022, 95, 38-46
DOI: 10.1246/bcsj.20210355
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Selecting Molecules with Diverse Structures and Properties by Maximizing Submodular Functions of Descriptors Learned with Graph Neural Networks
, S. Sakaue, K. Fujii, Y. Harabuchi, S. Maeda, S. Iwata, Scientific Reports, 2022, 12,
DOI: 10.1038/s41598-022-04967-9
2021
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Radical Difunctionalization of Gaseous Ethylene Guided by Quantum Chemical Calculations: Selective Incorporation of Two Molecules of Ethylene
, Y. You, H. Hayashi, Y. Harabuchi, S. Maeda, T. Mita, Acs Omega, 2021, 6, 33846-33854
DOI: 10.1021/acsomega.1c05102
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Carboxylation of a Palladacycle Formed via C(sp(3))-H Activation: Theory-Driven Reaction Design
, Y. Harabuchi, H. Takano, H. Hayashi, S. Maeda, T. Mita, Chem. Asian J., 2021, 16, 4072-4080
DOI: 10.1002/asia.202100989
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Switching the Relaxation Pathway by Steric Effects in Conjugated Dienes
, R. Atobe, T. Tsutsumi, S. Satoh, Y. Harabuchi, T. Taketsugu, T. Sekikawa, Journal of Physics B-Atomic Molecular and Optical Physics, 2021, 54,
DOI: 10.1088/1361-6455/ac274c
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Synthesis of Difluoroglycine Derivatives from Amines, Difluorocarbene, and CO2: Computational Design, Scope, and Applications
, H. Takano, H. Katsuyama, Y. Harabuchi, S. Maeda, T. Mita, Chem. Eur. J., 2021, 27, 10040-10047
DOI: 10.1002/chem.202100812
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Exploring Paths of Chemical Transformations in Molecular and Periodic Systems: An Approach Utilizing Force
, Y. Harabuchi, Wiley Interdisciplinary Reviews-Computational Molecular Science, 2021, , 23
DOI: 10.1002/wcms.1538
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Substitution Effect on the Nonradiative Decay and Trans -> Cis Photoisomerization Route: A Guideline to Develop Efficient Cinnamate-Based Sunscreens
, Y. Harabuchi, Y. Inokuchi, S. Maeda, M. Ehara, K. Yamazaki, T. Ebata, Phys. Chem. Chem. Phys., 2021, 23, 13
DOI: 10.1039/d0cp04402d
2020
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Fluorescence Enhancement of Aromatic Macrocycles by Lowering Excited Singlet State Energies
, Tokuhira, T, Uetani, A, Harabuchi, Y, Sato, S, Maeda, S, Isobe, H, J. Org. Chem., 2020, 85, 150-157
DOI: 10.1021/acs.joc.9b02379
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Kinetic Prediction of Reverse Intersystem Crossing in Organic Donor-Acceptor Molecules
, Y. Harabuchi, S. Maeda, Y. J. Pu, Nat. Commun., 2020, 11, 6
DOI: 10.1038/s41467-020-17777-2
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Discovery of a Synthesis Method for a Difluoroglycine Derivative Based on a Path Generated by Quantum Chemical Calculations
, Y. Harabuchi, S. Maeda, Chem. Sci., 2020, 11, 7569-7577
DOI: 10.1039/d0sc02089c
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AFIR Explorations of Transition States of Extended Unsaturated Systems: Automatic Location of Ambimodal Transition States
, Y. Harabuchi, S. Maeda, Phys. Chem. Chem. Phys., 2020, 22, 13942-13950
DOI: 10.1039/d0cp02379e
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Trajectory On-the-Fly Molecular Dynamics Approach to Tunneling Splitting in the Electronic Excited State: A Case of Tropolone
, A. Satoh, Y. Harabuchi, T. Taketsugu, Journal of Computational Chemistry, 2020, 41, 1549-1556
DOI: 10.1002/jcc.26199
2019
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Anharmonic Vibrational Computations with a Quartic Force Field for Curvilinear Coordinates
, R. Tani, N. De Silva, B. Njegic, MS. Gordon, T. Taketsugu, J. Chem. Phys., 2019, 151, 064104
DOI: 10.1063/1.5096167
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The Direct Observation of the Doorway 1nπ* State of Methylcinnamate and Hydrogen-Bonding Effects on the Photochemistry of Cinnamate-Based Sunscreens
, Y. Inokuchi, Y. Onitsuka, H. Kohguchi, N. Akai, T. Shiraogawa, M. Ehara, K. Yamazaki, Y. Harabuchi, S. Maeda, T. Ebata, Phys. Chem. Chem. Phys., 2019, 21, 19755-19763
DOI: 10.1039/c9cp02914a
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On Benchmarking of Automated Methods for Performing Exhaustive Reaction Path Search
, Y. Harabuchi, J. Chem. Theory Comput., 2019, 15, 2111-2115
DOI: 10.1021/acs.jctc.8b01182