Organoelement Chemistry Institute for Chemical Research, Kyoto University

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]

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

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

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

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

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

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

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

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

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

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

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)

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

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

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

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)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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]

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., 2023, 63, e202314329.
DOI: 10.1002/anie.202314329

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]

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

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]

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

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., 2023, 97, bcsj.20230186.
DOI: 10.1093/bulcsj/bcsj.20230186

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

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

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]

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

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]

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

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

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