京都大学 化学研究所 物質創製化学研究系 有機元素化学研究領域 理学研究科 化学専攻 有機元素化学分科 有機元素化学研究室

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我々は新しい分子の合成とそれぞれの分子に秘められた未知の物性、そしてそれら分子が集合化したときに現れる機能を開拓し、サイエンスとテクノロジーに広く貢献できる“Full-Spectrum Chemistry”の発信を目指して、日々研究しています。

  • 計算科学を用いた緻密な分子設計
  • 最先端反応を取り入れた有機合成
  • ヘテロ原子の特性を活かした新規骨格の開発
  • 多彩な機器を駆使した構造解析と分光特性評価
  • ナノカーボン材料のボトムアップ合成や基板表面支援合成
  • 有機分子の配向制御と有機エレクトロニクスデバイスへの展開

わたしたちオリジナルの有機分子の可能性をとことん追求します。"My compounds" の創成を一緒に楽しみましょう!

NEWS

Archive

PUBLICATIONS

2025.6.23

Reactivity of a Methylene-Bridged 1,3-Bis(germylene) in Dynamic Equilibrium with Its Dimer
D. Uchida, M. Yukimoto, N. Tokitoh, M. Yamauchi, H. Yamada, Y. Mizuhata*
Angew. Chem. Int. Ed., 2025, in press.
DOI: 10.1002/anie.202508927 (Open Access)
[Selected as Hot Paper]

2025.6.20

Orbital hybridization of π-conjugated ligands with atomically precise metal clusters for enhanced two-photon absorption
M. Sakamoto*, Y. Mizuhata, W. Ota, T. Konish, H. Tahara, K. Kamada, T. Sato
J. Am. Chem. Soc., 2025, in press.
DOI: 10.1021/jacs.4c16216

2025.6.4

Exploring the chemistry of higher acenes: from synthesis to applications
H. Hayashi*, H. Yamada*
Chem. Sci., 2025, in press.
DOI: 10.1039/D5SC02422F

2025.5.28

Photochemical Synthesis of 2,6-Linked Anthracene Oligomers without Introducing Extra Substituents
H. Hayashi*, N. Tsunoda, S. Kasahara, C. Negoro, Y. S. Chan, N. Aratani, H. Yamada*
Eur. J. Org. Chem., 2025, in press.
DOI: 10.1002/ejoc.202500490

2025.5.21

Tetrabenzo-10-Heterocorroles as π-Extended Porphyrinoid Semiconductors: Synthesis, Properties, Structure, and OFET Performance
K. Teranishi, K. Yamamoto*, K. Miyazaki, K. Matsuo, M. Yamauchi, Y. Mizuhata, N. Shioya, H. Matsuda, T. Hasegawa, H. Yamada*
Asian J. Org. Chem., 2025, in press.
DOI: 10.1002/ajoc.202500337

2025.4.4

From Nitrogen to Sulfur: Investigating the Effect of Core Modification within Azaacene-Fused 21,23-Dithiaporphyrins
B. Mourot, Y. Mizuhata, H. Yamada*
Org. Lett., 2025, 27, 4046–4051.
DOI: 10.1021/acs.orglett.5c01029

2025.3.7

Hydrogen-Bond-Directed Supramolecular Organic Semiconductor Thin Films Realized via Thermal Precursor Approach
S. Ueno, M. Yamauchi*, N. Shioya, H. Matsuda, T. Hasegawa, K. Yamamoto, Y. Mizuhata, H. Yamada*
Angew. Chem. Int. Ed., 2025, in press.
DOI: 10.1002/anie.202425188

2025.3.5

Recent Research Trends Toward High-Efficiency OPVs
Y. Ie*, H. Yamada*
J. Photochem. Photobiol. C: Photochem. Rev., 2025, 63, 100690.
DOI: 10.1016/j.jphotochemrev.2025.100690

2025.2.28

Shape-Persistent Anthracene-Based Macrocycles Prepared by Reversible Boronic Ester Formation: Crystallization and Structural Analysis
S. Kasahara, H. Hayashi*, T. Okumura, M. Matsumoto, M. Yamauchi, Y. Mizuhata, N. Aratani, H. Yamada*
ChemPlusChem, 2025, 90, e202500014.
DOI: 10.1002/cplu.202500014

2025.2.25

Design and Properties of Azaacene-Fused Porphyrins: Extending π-Systems for NIR-II Absorption
B. Mourot, Y. Mizuhata, N. Aratani, H. Yamada*
Chem. Eur. J., 2025, 31, e202500202.
DOI: 10.1002/chem.202500202

2025.2.22

One-step Synthesis of a 2,2’-Directly-linked Perylene Dimer from a 2,5,8,11-Tetraborylated Perylene
R. Fujita, M. Hirakawa, R. Oyama, K. Matsuo, H. Hayashi, M. Yamauchi, H. Yamada*, N. Aratani*
Eur. J. Org. Chem., 2025, 28, e202500042.
DOI: 10.1002/ejoc.202500042

2025.2.16

Single-Crystal Organic Field-Effect Transistors Based on 5,15-Bisaryl-Tetrabenzoporphyrins: Synthesis, Structure, and Charge Transport Properties
K. Miyazaki, K. Teranishi, H. Matsuda, K. Matsuo, M. Yamauchi, Y. Mizuhata, N. Shioya, T. Hasegawa, H. Yamada*
Adv. Mater. Interfaces, 2025, in press.
DOI: 10.1002/admi.202400946 (Open Access)

2025.1.25

Hierarchical Coaggregation of Perovskite Nanocrystals and Dye Supramolecular Aggregates into a High-Order Heterostructure
N. Kubo, M. Yamauchi*, N. Aratani, H. Yamada, S. Masuo*
Adv. Optical Mater., 2025, 13, 2403567.
DOI: 10.1002/adom.202403567

2025.1.16

OFET performance of low-symmetric 5-TIPS-ethynyl-15-TMS-ethynyl-tetrabenzoporphyrins in the single crystal states
K. Miyazaki, K. Yamamoto, M. Yamauchi, Y. Mizuhata, H. Matsuda, N. Shioya, T. Hasegawa, N. Aratani, H. Yamada*
J. Porphyr. Phthalocyanines, 2025, 29, 213-220.
DOI: 10.1142/S1088424625500166

2025.1.10

Doubly Linked Azulene Dimer: A Novel Non-benzenoid Isomer of Perylene
R. Hatakenaka, K. Urabe, S. Ueno, M. Yamauchi, Y. Mizuhata, H. Yamada*, Y. Mikata, S. Kamijo, F. Tani*, T. Murafuji*
Chem. Eur. J., 2025, 31, e202404679.
DOI: 10.1002/chem.202404679

2025.1.7

Orderly Arranged Cubic Quantum Dots along Supramolecular Templates of Naphthalenediimide Aggregates
A. M. Lena, M. Yamauchi*, H. Murakami, N. Kubo, S. Masuo, K. Matsuo, H. Hayashi, N. Aratani*, H. Yamada*
Angew. Chem. Int. Ed., 2025, 64, e202423912.
DOI: 10.1002/anie.202423912(Open Access)

2024.11.21

Photoinduced Electron Transfer System from Cesium Lead Bromide Quantum Dots to Naphthalenediimide Supramolecular Polymers
A. M. Lena, M. Yamauchi*, H. Murakami, N. Kubo, S. Masuo, N. Aratani*, H. Yamada*
Chem. Asian. J., 2024, 20, e202401299.
DOI:10.1002/asia.202401299

2024.11.20

Control of the Electronic and Optical Properties of Aminoxyl Radicals via Boron Complexation
T. Kuroda, P. Yang, M. Nakamura, R. Hyakutake, H. Fukumoro, T. Oshiki, Y. Nishina, K. Masada, T. Sasamori, Y. Mizuhata, K. Kubo, R. Inoue, T. Agou*
Dalton Trans., 2024, 54, 951-956.
DOI: 10.1039/D4DT02973A

2024.10.21

Synthesis of π-Extended [1.1]Paracyclophanes, [1.1][n]PCP (n = 2, 3, and 4), and Their Through-space Conjugation
E. Kayahara*, S. Hirata, Y. Mizuhata, Y. Yasuda, Y. Kusakabe, H. Kaji, S. Yamago*
Chem. Eur. J., 2024, 30, e202402225.
DOI: 10.1002/chem.202402225

2024.10.17

Quantitative analysis of air-oxidation reactions of thiolate-protected gold nanoclusters
W. Suzuki, R. Takahata, Y. Mizuhata, N. Tokitoh, S. Xue, T. Teranishi*
Chem. Sci., 2024, 15, 18896-18902.
DOI: 10.1039/D4SC02995J

2024.8.28

Synthesis of Hetero-Trimetal Porphyrin Nanobelts
S. Xue*, X. Lv, Y. Dong, T. Zhang, F. Qiu*, J. Pan*, D. Kuzuhara, H. Yamada, N. Aratani*
Chem. Eur. J., 2024, 30, e202402680.
DOI: 10.1002/chem.202402680

2024.8.13

Ethynylene-Bridged Pentacene Trimer and Tetramer Prepared Through Unexpected Oligomerization and Their Subsequent Thermal Conversions
H. Hayashi*, J. Zhu, N. Minamino, Y. Murakami, S. Kasahara, K. Matsuo, N. Aratani, H. Yamada*
Eur. J. Org. Chem., 2024, 30, e202400770.
DOI: 10.1002/ejoc.202400770

2024.8.8

A Unique Synthetic Route toward a 1,2-Dihydrodigermene via Formal α-Elimination of Bromo and Silyl Groups from a Bromo(phenylsilyl)germane
D. Uchida, M. Yukimoto, N. Tokitoh, H. Yamada, Y. Mizuhata*
Z. Anorg. Allg. Chem., 2024, 650, e202400131.
DOI: 10.1002/zaac.202400131

2024.8.6

Synthesis of π-Ring-Fused Porphyrin(2.1.1.1)s and Their Rh(I) Complexes
Y. Dong, F. Wu, T. Zhang, F. Qiu*, J. Pan, Y. Mizuhata, H. Yamada, T. Teranishi, S. Xue*
Inorg. Chem., 2024, 63, 15510-15515.
DOI: 10.1021/acs.inorgchem.4c02669

2024.7.25

Reaction of potassium germabenzenide with benzil: Unusual ring opening to form a unique polycyclic penta-coordinated germanate
S. Tsuji, N. Tokitoh, H. Yamada, Y. Mizuhata*
Main Gr. Met. Chem., 2024, 47, 20230031.
DOI: 10.1515/mgmc-2023-0031

2024.7.8

Orbital hybridisation of π-conjugated ligands and an atomically precise metal nucleus for two-photon absorption
M. Sakamoto, Y. Mizuhata, W. Ota, T. Konishi, K. Kamata, T. Sato
ChemRxiv, preprint.
DOI: 10.26434/chemrxiv-2024-jx3rr

2024.7.4

Dual-benefit strategy for developing an efficient photodetector with prompt response to UV-near IR radiations: in situ synthesis and crystallization through a simple one-step annealing
M. Yu, Z.-C. Wan, S.-W. Song, Z.-Y. Yang*, M. Suzuki*, H. Yamada*
J. Mat. Chem. A, 2024, 12, 19288-19297.
DOI: 10.1039/D4TA03202K

2024.6.20

Synthesis of N2-Type Superatomic Molecules
R. Saito, K. Isozaki*, Y. Mizuhata, M. Nakamura*
J. Am. Chem. Soc., 2024, 146, 20930-20936.
DOI: 10.1021/jacs.4c05611

2024.6.18

Dioxygen Activation by Gold(I)-Distorted Porphyrin Dinuclear Complexes
W. Suzuki, Y. Mizuhata, N. Tokitoh, T. Teranishi*
Chem. Eur. J., 2024, 30, e202401242.
DOI: 10.1002/chem.202401242

2024.5.31

Bowl-Shaped Kekulene Analogues: Cycloarenes with two Five-Membered Rings
H. Murakami, H. Iwabuchi, M. Asari, H. Yamada, D. Kuzuhara*
Chem. Eur. J., 2024, 30, e202401828.
DOI: 10.1002/chem.202401828

2024.3.6

Self-Assembly Behavior of Perylene Bisimide Derivatives on a Perovskite Nanocrystal Surface
N. Kubo, M. Yamauchi*, H. Yamada, S. Masuo*
J. Phys. Chem. C, 2024, 128, 4648-4654.
DOI: 10.1021/acs.jpcc.3c08420

2024.2.23

On-surface smooth polymerization of 5,11-bianthryl-anthradithiophene
S. Kasahara, M. Ohtomo*, R. Hayashi, N. Fushimi, J. Yamaguchi, K. Matsuo, N. Aratani, S. Sato*, H. Hayashi*, H. Yamada*
Chem. Lett., 2024, 53, upae036.
DOI: 10.1093/chemle/upae036

2024.2.22

Synthesis of π-conjugated polycyclic compounds by late-stage extrusion of chalcogen fragments
A. Okba, P. S. Marqués, K. Matsuo, N. Aratani, H. Yamada, G. Rapenne, C. Kammerer*
Beilstein J. Org. Chem., 2024, 20, 287-305.
DOI: 10.3762/bjoc.20.30

2024.2.14

Enhanced Host-Guest Interaction between [10]Cycloparaphenylene ([10]CPP) and [5]CPP by Cationic Charges
E. Kayahara, Y. Mizuhata, S. Yamago
Beilstein J. Org. Chem., 2024, 20, 436-444.
DOI: 10.3762/bjoc.20.38

2024.2.3

Excellent π-Bowl Semiconductors Based on C70 Subunit
M. Chen, Y. Duan, X. Liu*, Q. Zhan, H. Hayashi*, K. Matsuo, H. Yamada, G. Gao*, Y. Zheng, L. Zhang*
CCS Chem., 2024, 6, 353-364
DOI: 10.31635/ccschem.023.202302848

2023.12.27

Quantitative Analysis of Photochemical Reactions in Pentacene Precursor Films
N. Shioya*, T. Fang, M. Fujii, R. Fujiwara, H. Hayashi, H. Yamada, T. Hasegawa*
Langmuir, 2024, 40, 1137-1142.
DOI: 10.1021/acs.langmuir.3c03594

2023.12.21

Synthesis of 1-Adamantylaminogermylene and Its Chalcogenation Reactions
M. Yukimoto*, K. Kanda, T. Aoki, Y. Mizuhata, N. Tokitoh*
Eur. J. Inorg. Chem., 2024, 27, e202300663.
DOI: 10.1002/ejic.202300663

2023.12.8

Single-Photon Emission from Organic Dye Molecules Adsorbed on a Quantum Dot via Energy Transfer
M. Yoshioka, M. Yamauchi, N. Tamai, S. Masuo*
Nano Lett., 2023, 23(24), 11548–11554.
DOI: 10.1021/acs.nanolett.3c03279

2023.12.4

Potassium 2-Germanaphthalenide: An Isolable Polycyclic System of Germanium-Incorporated Anionic Benzenoid
S. Tsuji, N. Tokitoh, H. Yamada, Y. Mizuhata*
Inorg. Chem. Front., 2024, 11, 400-408.
DOI: 10.1039/D3QI02183A
[Selected as Front Cover]

2023.11.20

One-Dimensionally Arranged Quantum-Dot Superstructures Guided by a Supramolecular Polymer Template
M. Yamauchi*, K. Nakatsukasa, N. Kubo, H. Yamada, S. Masuo*
Angew. Chem. Int. Ed., 2024, 63, e202314329.
DOI: 10.1002/anie.202314329

2023.11.17

The Reduction of Metallabenzenes: Different Scenarios Highly Dependent on the Central Group 14 Elements, Si vs. Ge
S. Tsuji, N. Tokitoh*, H. Yamada, Y. Mizuhata*
Chem. Asian. J., 2023, 19, e202300945.
DOI: 10.1002/asia.202300945
[Selected as Very Important Paper]

2023.11.7

Complexation study of a 1,3-phenylene-bridged cyclic hexa-naphthalene with fullerenes C60 and C70 in solution and 1D-alignment of fullerenes in the crystals
P. Mei, H. Morimoto, Y. Okada, K. Matsuo, H. Hayashi, A. Saeki, H. Yamada*, N. Aratani*
RSC Adv., 2023, 13, 33459.
DOI: 10.1039/d3ra06526j

2023.11.3

Mixed-Ligand Approach to Palladium-Catalyzed Direct Arylation of Heteroarenes with Aryl Chlorides: Controlling Reactivity of Catalytic Intermediates via Dynamic Ligand Exchange
M. Wakioka,* K. Hatakeyama, S. Sakai, T. Seki, K. Tada, Y. Mizuhata, T. Nakazato, S. Koguchi, Y. Shibuya, Y. Maruyama, M. Ayabe
Organometallics, 2023, 42, 3454-3465.
DOI: 10.1021/acs.organomet.3c00409
[Selected as Front Cover]

2023.9.29

An Unsymmetrical 5,15-Disubstituted Tetrabenzoporphyrin: Effect of Molecular Symmetry on the Packing Structure and Charge Transporting Property
K. Miyazaki, K. Matsuo*, H. Hayashi, M. Yamauchi, N. Aratani, H. Yamada*
Org. Lett., 2023, 25, 7354–7358.
DOI: 10.1021/acs.orglett.3c02815

2023.9.26

Small Molecule Activation Based on Novel Heavier Group 13/15 Interelement Compounds, λ3,λ3-Phosphanylalumanes
T. Yanagisawa, Y. Mizuhata, N. Tokitoh*
Bull. Chem. Soc. Jpn., 2024, 97, bcsj.20230186.
DOI: 10.1093/bulcsj/bcsj.20230186

2023.9.25

Recent progress in the chemistry of heavy aromatics
S. Fujimori, Y. Mizuhata, N. Tokitoh*
Proceedings of the Japan Academy, Series B, 2023, 99, 480-512.
DOI: 10.2183/pjab.99.027

2023.8.12

Synthesis and characterization of novel hydrodigermenide and digermyne radical anion
Y. Mizuhata,* W. Ijichi, R. Nishino, T. Kato, E. Kayahara, S. Yamago, N. Tokitoh*
Polyhedron, 2023, 244, 116614.
DOI: 10.1016/j.poly.2023.116614

2023.8.12

A Multiple Stimuli-responsive Supramolecular Organic Framework under Concomitant Emission Color Changes
H. Tanaka, Y. Mizuhata, N. Tokitoh, R. Miyamoto, K. Kanamori, H. Kaji*
J. Phys. Chem. C, 2023, 127, 20459–20465.
DOI: 10.1021/acs.jpcc.3c03459
[Selected as Supplementary Cover]

2023.7.28

Unusual nuclear exchange within a germanium-containing aromatic ring that results in germanium atom transfer
R. Nishino, N. Tokitoh,* R. Sasayama, R. Waterman, Y. Mizuhata*
Nature Commun., 2023, 14, 4519.
DOI: 10.1038/s41467-023-40188-y

2023.7.4

Solid-state Chromism of Zwitterionic Triarylmethylium Salts
K. Iwai, Y. Mizuhata,* T. Nakamura, M. Goto, A. Wakamiya, Y. Shimakawa, N. Tokitoh*
Eur. J. Inorg. Chem., 2023, 31, e202300337.
DOI: 10.1002/ejic.202300337
[Selected as Front Cover]

2023.6.16

Isomer-Selective Conversion of Au Clusters by Au(I)-Thiolate Insertion
Y. Chiga, R. Takahata, W. Suzuki, Y. Mizuhata, N. Tokitoh, T. Teranishi*
Inorg. Chem., 2023, 62, 10049-10053.
DOI: 10.1021/acs.inorgchem.3c01442

2023.5.19

Enhancing NIR-to-visible photon upconversion in cast solid by introducing bulky substituents in rubrene and by suppressing back energy transfer
A. Sawa, S. Shimada, N. Tripathi, C. Heck, H. Tachibana, E. Koyama, T. Mizokuro, Y. Hirao, T. Kubo, N. Tamai, D. Kuzuhara, H. Yamada, K. Kamada*
J. Mat. Chem. C, 2023, 11, 8502-8513.
DOI: 10.1039/D3TC00853C

2023.4.1

Synthesis of polyacene by using a metal-organic framework
T. Kitao, T. Miura, R. Nakayama, Y. Tsutsui, Y. S. Chan, H. Hayashi, H. Yamada, S. Seki, T. Hitosugi, T. Uemura*
Nat. Synth., 2023.
DOI: 10.1038/s44160-023-00310-w

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