瀬川グループ分子科学研究所

Original Papers

[preprint] Half-substituted fluorocycloparaphenylenes with high symmetry: Synthesis, properties and derivatization to densely substituted carbon nanorings
Hiroki Shudo, Motonobu Kuwayama, Yasutomo Segawa, Akiko Yagi, Kenichiro Itami*
ChemRxiv 2023, DOI: 10.26434/chemrxiv-2023-zsvnt
[preprint] Effect of nanocarbon molecules on the Arabidopsis thaliana transcriptome
Norihito Nakamichi,* Ayato Sato, Yusuke Aihara, Toshinori Kinoshita, Yasutomo Segawa, Kazuma Amaike, and Kenichiro Itami*
bioRxiv 2020, DOI: 10.1101/2020.05.22.110171
[91] Synthesis of penta- and hexa(3,4-thienylene): Size-dependent structural properties of cyclic oligothiophenes
Mai Nagase, Sachiko Nakano, Yasutomo Segawa*
Chem. Commun. 2023, DOI: 10.1039/D3CC03508E (open access)
[90] An Electron-Deficient CpE Iridium(III) Catalyst: Synthesis, Characterization, and Application to Ether-Directed C–H Amidation
Eiki Tomita, Masahiro Kojima, Yuki Nagashima, Ken Tanaka, Haruki Sugiyama, Yasutomo Segawa, Atsushi Furukawa, Katsumi Maenaka, Satoshi Maeda, Tatsuhiko Yoshino, Shigeki Matsunaga*
Angew. Chem. Int. Ed. 2023, DOI: 10.1002/anie.202301259
[89] Polarized Raman spectroscopy on topological semimetal Co3Sn2S2
Kenya Tanaka, Taishi Nishihara, Akira Takakura, Yasutomo Segawa, Kazunari Matsuda, Yuhei Miyauchi*
J. Raman Spectrosc. 2022, DOI: 10.1002/jrs.6459 (open access)
[88] N-doped Nonalternant Aromatic Belt via a Six-fold Annulative Double N-Arylation
Hiroki Sato, Rie Suizu, Tomoki Kato, Akiko Yagi, Yasutomo Segawa,* Kunio Awaga, Kenichiro Itami*
Chem. Sci. 2022, 13, 9947-9951. DOI: 10.1039/D2SC02647C (open access)
[87] Perfluorocycloparaphenylenes
Hiroki Shudo, Motonobu Kuwayama, Masafumi Shimasaki, Taishi Nishihara, Youhei Takeda, Nobuhiko Mitoma, Takuya Kuwabara, Akiko Yagi, Yasutomo Segawa* Kenichiro Itami*
Nature Commun. 2022, 13: 3713. DOI: 10.1038/s41467-022-31530-x (open access)
[86] Synthesis of a Möbius carbon nanobelt
Yasutomo Segawa,* Tsugunori Watanabe, Kotono Yamanoue, Motonobu Kuwayama, Kosuke Watanabe, Jenny Pirillo, Yuh Hijikata, Kenichiro Itami*
Nature Synth. 2022, 1, 535–541. DOI: 10.1038/s44160-022-00075-8 (open access)
[85] Photochromic Carbazolyl-Imidazolyl Radical Complex
Yasuki Kawanishi, Yasutomo Segawa, Katsuya Mutoh, Jiro Abe,* Yoichi Kobayashi*
Chem. Commun. 2022, 58, 4997-5000. DOI: 10.1039/D2CC01196D
[84] Emerging Disordered Layered-Herringbone Phase in Organic Semiconductors Unveiled by Electron Crystallography
Satoru Inoue,* Kiyoshi Nikaido, Toshiki Higashino, Shunto Arai, Mutsuo Tanaka, Reiji Kumai, Seiji Tsuzuki, Sachio Horiuchi, Haruki Sugiyama, Yasutomo Segawa, Kiyofumi Takaba, Saori Maki-Yonekura, Koji Yonekura, Tatsuo Hasegawa*
Chem. Mater. 2022, 34, 72-83. DOI: 10.1021/acs.chemmater.1c02793
[83] Stepwise Generation of Mono-, Di-, and Triply-Reduced Warped Nanographenes: Charge-Dependent Aromaticity, Surface Nonequivalence, Swing Distortion and Metal Binding Sites
Sarah N. Spisak, Zheng Zhou, Shuyang Liu, Qi Xu, Zheng Wei, Kenta Kato, Yasutomo Segawa, Kenichiro Itami, Andrey Yu. Rogachev, Marina A. Petrukhina*
Angew. Chem. Int. Ed. 2021, 60, 25445-25453. DOI: 10.1002/anie.202110748
[82] Double-Helix Supramolecular Nanofibers Assembled from Negatively Curved Nanographenes
Kenta Kato, Kiyofumi Takaba, Saori Maki-Yonekura, Nobuhiko Mitoma, Yusuke Nakanishi, Taishi Nishihara, Taito Hatakeyama, Takuma Kawada, Yuh Hijikata, Jenny Pirillo, Lawrence T. Scott, Koji Yonekura,* Yasutomo Segawa,* Kenichiro Itami*
J. Am. Chem. Soc. 2021, 143, 5465-5469. DOI: 10.1021/jacs.1c00863
ChemRxiv (open access)
[81] Synthesis of a Zigzag Carbon Nanobelt
Kwan Yin Cheung, Kosuke Watanabe, Yasutomo Segawa,* and Kenichiro Itami*
Nature Chem. 2021, 13, 255–259. DOI: 10.1038/s41557-020-00627-5
ChemRxiv (open access)
[80] Exciton Spatial Dynamics and Self-Trapping in Carbon Nanocages
Beatriz Rodríguez-Hernández, Tammie Nelson, Nicolas Oldani, Aliezer Martínez-Mesa, Llinersy Uranga-Piña, Yasutomo Segawa, Sergei Tretiak, Kenichiro Itami, and Sebastian Fernandez-Alberti*
J. Phys. Chem. Lett. 2021, 12, 224–231. DOI: 10.1021/acs.jpclett.0c03364
[79] A theoretical study on the strain energy of helicene-containing carbon nanobelts
Kosuke Watanabe, Yasutomo Segawa,* and Kenichiro Itami*
Chem. Commun. 2020, 56, 15044-15047. DOI: 10.1039/D0CC06373H
[78] Creation of negatively curved polyaromatics enabled by annulative coupling that forms an eight-membered ring
Satoshi Matsubara, Yoshito Koga, Yasutomo Segawa, Kei Murakami,* and Kenichiro Itami*
Nature Catal. 2020, 3, 710–718. DOI: 10.1038/s41929-020-0487-0
[77] A Nonalternant Aromatic Belt: Methylene-Bridged [6]Cycloparaphenylene Synthesized from Pillar[6]arene
Yuanming Li, Yasutomo Segawa, Akiko Yagi, and Kenichiro Itami*
J. Am. Chem. Soc. 2020, 142, 12850-12856. DOI: 10.1021/jacs.0c06007
ChemRxiv (open access)
[76] Synthesis of Cycloiptycenes from Carbon Nanobelt
Hiroki Shudo, Motonobu Kuwayama, Yasutomo Segawa,* and Kenichiro Itami*
Chem. Sci. 2020, 11, 6775-6779. DOI: 10.1039/D0SC02501A (open access)
Highlighted in Web media
[75] Six-fold C–H Borylation of Hexa-peri-hexabenzocoronene
Mai Nagase, Kenta Kato, Akiko Yagi, Yasutomo Segawa,* and Kenichiro Itami*
Beilstein J. Org. Chem. 2020, 16, 391-397. DOI: 10.3762/bjoc.16.37 (open access)
[74] Selective Transformation of Strychnine and 1,2-Disubstituted Benzenes by C–H Borylation
Yutaro Saito, Kotono Yamanoue, Yasutomo Segawa,* and Kenichiro Itami*
Chem 2020, 6, 985-993. DOI: 10.1016/j.chempr.2020.02.004
[73] Synthesis and Structure of [9]Cycloparaphenylene Catenane: An All-benzene Catenane Consisting of Small Rings
Yasutomo Segawa,* Motonobu Kuwayama, and Kenichiro Itami*
Org. Lett. 2020, 22, 1067-1070. DOI: 10.1021/acs.orglett.9b04599
[72] Ni-Catalyzed α-selective C–H Borylations of Naphthalene-based Aromatic Compounds
Toshiyuki Kamei,* Soshi Nishino, Akiko Yagi, Yasutomo Segawa, and Toyoshi Shimada
J. Org. Chem. 2019, 84, 14354-14359.
[71] Two-step Synthesis of a Red-emissive Warped Nanographene Derivative via a Ten-fold C–H Borylation
Kenta Kato, Hsing-An Lin, Motonobu Kuwayama, Mai Nagase, Yasutomo Segawa,* Lawrence T. Scott, and Kenichiro Itami*
Chem. Sci. 2019, 10, 9038-9041. (open access)
[70] Negatively-curved Warped Nanographene Welf-assembled on Metal Surfaces
José Urgel,* Marco Di Giovannantonio, Yasutomo Segawa, Pascal Ruffieux, Lawrence T. Scott, Carlo Pignedoli, Kenichiro Itami,* and Roman Fasel*
J. Am. Chem. Soc. 2019, 141, 13158-13164.
[69] Topological Molecular Nanocarbons: All-benzene Catenane and Trefoil Knot
Yasutomo Segawa,* Motonobu Kuwayama, Yuh Hijikata, Masako Fushimi, Taishi Nishihara, Jenny Pirillo, Junya Shirasaki, Natsumi Kubota, and Kenichiro Itami*
Science 2019, 365, 272-276.
[68] Synthesis and Structural Features of Thiophene-fused Analogues of Warped Nanographene and Quintuple Helicene
Hsing-An Lin, Kenta Kato, Yasutomo Segawa,* Lawrence T. Scott, and Kenichiro Itami*
Chem. Sci. 2019, 10, 2326-2330. (open access)
[67] Synthesis and Size-Dependent Properties of [12], [16], and [24]Carbon Nanobelts
Guillaume Povie, Yasutomo Segawa,* Taishi Nishihara, Yuhei Miyauchi, and Kenichiro Itami*
J. Am. Chem. Soc. 2018, 140, 10054–10059.
[66] Synthesis and Structure of a Propeller-Shaped Polycyclic Aromatic Hydrocarbon Containing Seven-Membered Rings
Kazuya Kawai, Kenta Kato, Lingqing Peng, Yasutomo Segawa,* Lawrence T. Scott, and Kenichiro Itami*
Org. Lett. 2018, 20, 1932–1935.
[65] A Water-soluble Warped Nanographene: Synthesis and Applications for Photo-induced Cell Death
Hsing-An Lin, Yoshikatsu Sato,* Yasutomo Segawa,* Taishi Nishihara, Nagisa Sugimoto, Lawrence T. Scott, Tetsuya Higashiyama, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2018, 57, 2874–2878.
[64] A Quintuple [6]Helicene with a Corannulene Core as a C₅-symmetric Propeller-shaped π-System
Kenta Kato, Yasutomo Segawa,* Lawrence T. Scott, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2018, 57, 1337–1341.
[63] Hole-transporting Materials Based on Thiophene-fused Arenes from Sulfur-mediated Thienannulations
Hsing-An Lin, Nobuhiko Mitoma, Meng Lingkui, Yasutomo Segawa,* Atsushi Wakamiya,* and Kenichiro Itami*
Mater. Chem. Front. 2018, 2, 275–280.
[62] Laterally π-Extended Dithia[6]helicenes with Heptagons: Saddle-Helix Hybrid Molecules
Takao Fujikawa, Yasutomo Segawa,* and Kenichiro Itami*
J. Org. Chem. 2017, 82, 7745–7749.
[61] Synthesis, Properties, and Crystal Structures of π-Extended Double [6]Helicenes: Contorted Multi-Dimensional Stacking Lattice
Takao Fujikawa, Nobuhiko Mitoma, Atsushi Wakamiya, Akinori Saeki, Yasutomo Segawa,* and Kenichiro Itami*
Org. Biomol. Chem. 2017, 15, 4697–4703.
[60] Synthesis of a Carbon Nanobelt
Guillaume Povie, Yasutomo Segawa,* Taishi Nishihara, Yuhei Miyauchi, and Kenichiro Itami*
Science 2017, 356, 172–175. DOI: 10.1126/science.aam8158
NAGONA Repository (open access)
[59] Synthesis, Structure, and Electrochemical Property of a Bimetallic Bis-2-pyridylidene Palladium Acetate Complex
Tetsushi Yoshidomi, Tomohiro Fukushima, Kenichiro Itami, and Yasutomo Segawa*
Chem. Lett. 2017, 46, 587–590.
[58] Phenanthro[9,10-a]corannulene by One-step Annulative π-Extension of Corannulene
Kenta Kato, Yasutomo Segawa,* and Kenichiro Itami*
Can. J. Chem. 2017, 95, 329–333.
[57] Synthesis, Structure, and Reactivity of a Cylinder-shaped Cyclo[12]orthophenylene[6]ethynylene: Toward the Synthesis of Zigzag Carbon Nanobelts
Katsuma Matsui, Masako Fushimi, Yasutomo Segawa,* and Kenichiro Itami*
Org. Lett. 2016, 18, 5352–5355.
[56] Flexible Reaction Pocket on Bulky Diphosphine-Ir Complex Controls Regioselectivity in para-selective C–H Borylation of Arenes
Brandon E. Haines, Yutaro Saito, Yasutomo Segawa, Kenichiro Itami,* and Djamaladdin G Musaev*
ACS Catal. 2016, 6, 7536–7546.
[55] Synthesis and Properties of [8]-, [10]-, [12]-, and [16]Cyclo-1,4-naphthylenes
Keishu Okada, Akiko Yagi, Yasutomo Segawa,* and Kenichiro Itami*
Chem. Sci. 2017, 8, 661–667. (open access)
[54] Thiophene-fused π-Systems from Diarylacetylenes and Elemental Sulfur
Lingkui Meng, Takao Fujikawa, Motonobu Kuwayama, Yasutomo Segawa,* and Kenichiro Itami*
J. Am. Chem. Soc. 2016, 138, 10351–10355.
[53] Corannulene-Helicene Hybrids: Chiral π-Systems Comprising Both Bowl and Helical Motifs
Takao Fujikawa, Dorin V. Preda, Yasutomo Segawa, Kenichiro Itami, and Lawrence T. Scott*
Org. Lett. 2016, 18, 3992–3995.
[52] Helically Twisted Tetracene: Synthesis, Crystal Structure, and Photophysical Properties of Hexabenzo[a,c,fg,j,l,op]tetracene
Yuuta Yano, Hideto Ito, Yasutomo Segawa, and Kenichiro Itami*
Synlett 2016, 27, 2081–2084.
[51] A Theoretical Study on the Strain Energy of Carbon Nanobelts
Yasutomo Segawa,* Akiko Yagi, Hideto Ito, and Kenichiro Itami*
Org. Lett. 2016, 18, 1430–1433.
[50] Synthesis and Structural Features of Quadruple Helicenes: Highly Distorted π-Systems Enabled by Accumulation of Helical Repulsions
Takao Fujikawa, Yasutomo Segawa,* and Kenichiro Itami*
J. Am. Chem. Soc. 2016, 138, 3587–3595.
[49] Pyridylidene Ligand Facilitates Gold-Catalyzed Oxidative C–H Arylation of Heterocycles
Kazuhiro Hata, Hideto Ito, Yasutomo Segawa,* and Kenichiro Itami*
Beilstein J. Org. Chem. 2015, 11, 2737–2746. (open access)
[48] Synthesis of Open-Shell Ladder π-Systems by Catalytic C–H Annulation of Diarylacetylenes
Takehisa Maekawa, Hiroshi Ueno, Yasutomo Segawa,* Michael M. Haley,* and Kenichiro Itami*
Chem. Sci. 2016, 7, 650–654. (open access)
[47] Curved Oligophenylenes as Donors in Shape-Persistent Donor-Acceptor Macrocycles with Solvatofluorochromic Properties
Takuya Kuwabara, Jun Orii, Yasutomo Segawa, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2015, 54, 9646–9649.
[46] Synthesis, Properties, and Packing Structures of Corannulene-Based π-Systems Containing Heptagons
Kenta Kato, Yasutomo Segawa,* Lawrence T. Scott, and Kenichiro Itami*
Chem. Asian J. 2015, 10, 1635–1639.
[45] Synthesis, Structures and Properties of π-Extended Double Helicene: A Combination of Planar and Nonplanar π-Systems
Takao Fujikawa, Yasutomo Segawa, and Kenichiro Itami*
J. Am. Chem. Soc. 2015, 137, 7763–7768.
[44] para-C−H Borylation of Benzene Derivatives by a Bulky Iridium Catalyst
Yutaro Saito, Yasutomo Segawa,* and Kenichiro Itami*
J. Am. Chem. Soc. 2015, 137, 5193–5198.
[43] Palladium-free Synthesis of [10]Cycloparaphenylene
Yasutomo Segawa, Takuya Kuwabara, Katsuma Matsui, Satoru Kawai, and Kenichiro Itami*
Tetrahedron 2015, 71, 4500–4503.
[42] Cycloparaphenylene-Based Ionic Donor–Acceptor Supramolecule: Isolation and Characterization of Li⁺@C₆₀⊂[10]CPP
Hiroshi Ueno, Taishi Nishihara, Yasutomo Segawa, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2015, 54, 3707–3711.
[41] Synthesis and Characterization of Hexaarylbenzenes with Five or Six Different Substituents Enabled by Programmed Synthesis
Shin Suzuki, Yasutomo Segawa, Kenichiro Itami,* and Junichiro Yamaguchi*
Nature Chem. 2015, 7, 227–233.
[40] h⁶-Cycloparaphenylene Transition Metal Complexes: Synthesis, Structure, Photophysical Properties, and Application to the Selective Monofunctionalization of Cycloparaphenylenes
Natsumi Kubota, Yasutomo Segawa,* and Kenichiro Itami*
J. Am. Chem. Soc. 2015, 137, 1356–1361.
[39] Thiophene-Based, Radial π-Conjugation: Synthesis, Structure, and Photophysical Properties of Cyclo-1,4-phenylene-2′,5′-thienylenes
Hideto Ito, Yukari Mitamura, Yasutomo Segawa, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2015, 54, 159–163.
[38] All-benzene Carbon Nanocages: Size-selective Synthesis, Photophysical Properties, and Crystal Structure
Katsuma Matsui, Yasutomo Segawa,* and Kenichiro Itami*
J. Am. Chem. Soc. 2014, 136, 16452–16458.
[37] Synthesis and Dimerization of Chloro[10]cycloparaphenylene: A Directly Connected Cycloparaphenylene Dimer
Yuuki Ishii, Sanae Matsuura, Yasutomo Segawa, and Kenichiro Itami*
Org. Lett. 2014, 16, 2174–2176.
[36] Excitation Recombination Dynamics in Nanoring Cycloparaphenylenes
Taishi Nishihara, Yasutomo Segawa, Kenichiro Itami, and Yoshihiko Kanemitsu*
Chem. Sci. 2014, 5, 2293–2296. (open access)
[35] Size-Selective Complexation and Extraction of Endohedral Metallofullerenes with Cycloparaphenylene
Yusuke Nakanishi, Haruka Omachi, Sanae Matsuura, Yasumitsu Miyata, Ryo Kitaura, Yasutomo Segawa, Kenichiro Itami,* and Hisanori Shinohara*
Angew. Chem. Int. Ed. 2014, 53, 3102–3106.
[34] Synthesis and Properties of Cycloparaphenylene-2,7-pyrenylene: A Pyrene-Containing Carbon Nanoring
Akiko Yagi, Gandikota Venkataramana, Yasutomo Segawa, and Kenichiro Itami*
Chem. Commun. 2013, 50, 957–959.
[33] Selective Synthesis of [7]- and [8]Cycloparaphenylenes
Friederike Sibbel, Katsuma Matsui, Yasutomo Segawa, Armido Studer and Kenichiro Itami*
Chem. Commun. 2013, 50, 954–956.
[32] A grossly Warped Nanographene and the Consequences of Multiple Odd-membered-ring Defects
Katsuaki Kawasumi, Qianyan Zhang, Yasutomo Segawa, Lawrence T. Scott,* and Kenichiro Itami*
Nature Chem. 2013, 5, 739–744.
[31] Initiation of Carbon Nanotube Growth by Well-defined Carbon Nanorings
Haruka Omachi, Takuya Nakayama, Eri Takahashi, Yasutomo Segawa, and Kenichiro Itami*
Nature Chem. 2013, 5, 572–576.
[30] Pyridine-Based Dicarbene Ligand: Synthesis and Structure of Bis-2-pyridylidene Palladium Complex
Tetsushi Yoshidomi, Yasutomo Segawa,* and Kenichiro Itami
Chem. Commun. 2013, 49, 5648–5650.
[29] C–H Activation Route to Dibenzo[a,e]pentalenes: Annulation of Arylacetylenes Promoted by PdCl₂/AgOTf/o-chloranil
Takehisa Maekawa, Yasutomo Segawa,* and Kenichiro Itami*
Chem. Sci. 2013, 4, 2369–2373. (open access)
[28] Palladium-catalyzed Direct Phenylation of Perylene: Structural and Optical Properties of 3,4,9-Triphenylperylene and 3,4,9,10-Tetraphenylperylene
Katsuaki Kawasumi, Kenji Mochida, Yasutomo Segawa, and Kenichiro Itami*
Tetrahedron 2013, 69, 4371–4374.
[27] Metal-free Hydrogenation Catalysis of Polycyclic Aromatic Hydrocarbons
Yasutomo Segawa and Douglas W. Stephan*
Chem. Commun. 2012, 48, 11963–11965.
[26] Excited States in Cycloparaphenylenes: Dependence of Optical Properties on Ring Length
Taishi Nishihara, Yasutomo Segawa, Kenichiro Itami, and Yoshihiko Kanemitsu*
J. Phys. Chem. Lett. 2012, 3, 3125–3128.
[25] Palladium-Catalyzed C–H Activation Taken to the Limit. Flattening an Aromatic Bowl by Total Arylation
Qianyan Zhang, Katsuaki Kawasumi, Yasutomo Segawa, Kenichiro Itami,* and Lawrence T. Scott*
J. Am. Chem. Soc. 2012, 134, 15664–15667.
[24] Synthesis and Properties of All-Benzene Carbon Nanocages: A Junction Unit of Branched Carbon Nanotubes
Katsuma Matsui, Yasutomo Segawa,* Tomotaka Namikawa, Kenji Kamada,* and Kenichiro Itami*
Chem. Sci. 2013, 4, 84–88. (open access)
[23] Isolation of PBP-Pincer Rhodium Complex Stabilized by an Intermolecular C–H σ-Coordination as the Fourth Ligand
Maki Hasegawa, Yasutomo Segawa, Makoto Yamashita,* and Kyoko Nozaki*
Angew. Chem. Int. Ed. 2012, 51. 6956–6960.
[22] 1,3,5-Triaryl 2-Pyridylidene: Base-Promoted Generation and Complexation
Kazuhiro Hata, Yasutomo Segawa,* and Kenichiro Itami*
Chem. Commun. 2012, 48, 6642–6644.
[21] Size-selective Synthesis of [9]-[11] and [13]Cycloparaphenylenes
Yuuki Ishii, Yusuke Nakanishi, Haruka Omachi, Sanae Matsuura, Katsuma Matsui, Hisanori Shinohara, Yasutomo Segawa, and Kenichiro Itami*
Chem. Sci. 2012, 3, 2340–2345.
[20] Synthesis and Properties of Cycloparaphenylene-2,5-pyridylidene: A Nitrogen-Containing Carbon Nanoring
Katsuma Matsui, Yasutomo Segawa, and Kenichiro Itami*
Org. Lett. 2012, 14, 1888–1891.
[19] Combined Experimental and Theoretical Studies on the Photophysical Properties of Cycloparaphenylenes
Yasutomo Segawa, Aiko Fukazawa, Sanae Matsuura, Haruka Omachi, Shigehiro Yamaguchi,* Stephan Irle,* and Kenichiro Itami*
Org. Biomol. Chem. 2012, 10, 5979–5984.
[18] Synthesis and Properties of [9]Cyclo-1,4-naphthylene: A π-Extended Carbon Nanoring
Akiko Yagi, Yasutomo Segawa, and Kenichiro Itami*
J. Am. Chem. Soc. 2012, 134, 2962–2965.
[17] Pd(OAc)₂/o-Chloranil/M(OTf)_n: A Catalyst for the Direct C–H Arylation of Polycyclic Aromatic Hydrocarbons with Boryl-, Silyl-, and Unfunctionalized Arenes
Katsuaki Kawasumi, Kenji Mochida, Tomonori Kajino, Yasutomo Segawa, and Kenichiro Itami*
Org. Lett. 2012, 14, 418–421.
[16] Direct Arylation of Polycyclic Aromatic Hydrocarbons through Palladium Catalysis
Kenji Mochida, Katsuaki Kawasumi, Yasutomo Segawa, and Kenichiro Itami*
J. Am. Chem. Soc. 2011, 133, 10716–10719.
[15] Synthesis and Racemization Process of Chiral Carbon Nanorings: A Step Toward the Chemical Synthesis of Chiral Carbon Nanotubes
Haruka Omachi, Yasutomo Segawa, and Kenichiro itami*
Org. Lett. 2011, 13, 2480–2483.
[14] Syntheses and Properties of Triborane(5) Possessing Bulky Diamino Substituents on Terminal Boron Atoms
Yumi Hayashi, Yasutomo Segawa, Makoto Yamashita,* and Kyoko Nozaki*
Chem. Commun. 2011, 47, 5888–5890.
[13] [9]Cycloparaphenylene: Nickel-Mediated Synthesis and Crystal Structure
Yasutomo Segawa, Petr Šenel, Sanae Matsuura, Haruka Omachi, and Kenichiro Itami*
Chem. Lett. 2011, 40, 423–425.
[12] Aziridinofullerene: A Versatile Platform for Functionalized Fullerenes
Masakazu Nambo, Yasutomo Segawa, and Kenichiro Itami*
J. Am. Chem. Soc. 2011, 133, 2402–2405.
[11] Concise Synthesis and Crystal Structure of [12]Cycloparaphenylene
Yasutomo Segawa, Shinpei Miyamoto, Haruka Omachi, Sanae Matsuura, Petr Šenel, Takahiro Sasamori, Norihiro Tokitoh, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2011, 50, 3244–3248.
[10] Selective Introduction of Organic Groups to C₆₀ and C₇₀ Using Organoboron Compounds and Rhodium Catalyst: A New Synthetic Approach to Organo(hydro)fullerenes
Masakazu Nambo, Yasutomo Segawa, Atsushi Wakamiya, and Kenichiro Itami*
Chem. Asian J. 2011, 6, 590–598.
[9] A Modular and Size-Selective Synthesis of [n]Cycloparaphenylenes: A Step toward the Selective Synthesis of [n,n] Single-Walled Carbon Nanotubes
Haruka Omachi, Sanae Matsuura, Yasutomo Segawa, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2010, 49, 10202–10205.
[8] Theoretical Studies on the Structures and Strain Energies of Cycloparaphenylenes
Yasutomo Segawa, Haruka Omachi, and Kenichiro Itami*
Org. Lett. 2010, 12, 2262–2265.
[7] Diphenylphosphino- or Dicyclohexylphosphino-Tethered Boryl Pincer Ligands: Syntheses of PBP Iridium(III) Complexes and Their Conversion to Iridium–Ethylene Complexes
Yasutomo Segawa, Makoto Yamashita,* and Kyoko Nozaki*
Organometallics 2009, 28, 6234–6242.
[6] Syntheses of PBP Pincer Iridium Complexes: A Supporting Boryl Ligand
Yasutomo Segawa, Makoto Yamashita,* and Kyoko Nozaki*
J. Am. Chem. Soc. 2009, 131, 9201–9203.
[5] Chemistry of Boryllithium: Synthesis, Structure, and Reactivity
Yasutomo Segawa, Yuta Suzuki, Makoto Yamashita,* and Kyoko Nozaki*
J. Am. Chem. Soc. 2008, 130, 16069–16079.
[4] Crystal Structure of Boryllithium with Two THF Molecules and DFT Analysis of Its Property as a Boryl Anion.
Makoto Yamashita,* Yuta Suzuki, Yasutomo Segawa, and Kyoko Nozaki*
Chem. Lett. 2008, 37, 802–803.
[3] Synthesis, Structure of Borylmagnesium, and Its Reaction with Benzaldehyde to Form Benzoylborane
Makoto Yamashita,* Yuta Suzuki, Yasutomo Segawa, and Kyoko Nozaki*
J. Am. Chem. Soc. 2007, 129, 9570–9571.
[2] Boryl Anion Attacks Transition Metal Chlorides to Form Boryl Complexes: Syntheses, Spectroscopic and Structural Studies on Group 11 Borylmetal Complexes
Yasutomo Segawa, Makoto Yamashita,* and Kyoko Nozaki*
Angew. Chem. Int. Ed. 2007, 46, 6710–6713.
[1] Boryllithium: Isolation, Characterization, and Reactivity as a Boryl Anion.
Yasutomo Segawa, Makoto Yamashita,* and Kyoko Nozaki*
Science 2006, 314, 113–115.

Reviews & Accounts

[15] The Transannular Scholl Reaction for the Introduction of Heptagons into Aromatic Hydrocarbons
Yasutomo Segawa*
Chem 2023, in press.
[14] C-H Borylation of Arenes: Steric-controlled Para-selectivity and Application to Molecular Nanocarbons
Yasutomo Segawa,* Mai Nagase, Yutaro Saito, Kenta Kato, Kenichiro Itami*
J. Synth. Org. Chem. Jpn. 2022, 80, 994-999. DOI: 10.5059/yukigoseikyokaishi.80.994 (open access)
[13] Nonplanar Aromatic Hydrocarbons: Design and Synthesis of Highly Strained Structures
Yasutomo Segawa*
Bull. Chem. Soc. Jpn. 2022, DOI: 10.1246/bcsj.20220270 (open access)
[12] Chemical Synthesis of Carbon Nanorings and Nanobelts
Yuanming Li, Hideya Kono, Takehisa Maekawa, Yasutomo Segawa, Akiko Yagi, and Kenichiro Itami*
Acc. Mater. Res. 2021, 2, 681-691. DOI: 10.1021/accountsmr.1c00105
[11] Synthetic Strategies of Carbon Nanobelts and Related Belt-shaped Polycyclic Aromatic Hydrocarbons
Kwan Yin Cheung, Yasutomo Segawa, and Kenichiro Itami*
Chem. Eur. J. 2020, 26, 14791-14801. DOI: 10.1002/chem.202002316
[10] Topologically Unique Molecular Nanocarbons
Yasutomo Segawa,* David R. Levine, and Kenichiro Itami*
Acc. Chem. Res. 2019, 10, 2760-2767.
[9] Armchair and Chiral Carbon Nanobelts: Scholl Reaction in Strained Nanorings
Akiko Yagi, Yasutomo Segawa, and Kenichiro Itami*
Chem 2019, 5, 746-748. DOI: 10.1016/j.chempr.2019.03.013
NAGONA Repository (open access)
[8] Polycyclic Arene Synthesis by Annulative π-Extension
Hideto Ito, Yasutomo Segawa, Kei Murakami, and Kenichiro Itami*
J. Am. Chem. Soc. 2019, 141, 3-10.
[7] Symmetric Multiple Carbohelicenes
Kenta Kato, Yasutomo Segawa,* and Kenichiro Itami*
Synlett 2018, 30, 370-377. DOI: 10.1055/s-0037-1610283
NAGONA Repository (open access)

Selected as 20 most-cited SYNLETT articles published in 2019/2020
[6] Chemical Synthesis of Cycloparaphenylenes
Yasutomo Segawa,* Akiko Yagi, and Kenichiro Itami*
Phys. Sci. Rev. 2017, 2, 137–226.
(also printed in Chemistry of Carbon Nanostructures Ed. by K. Müllen and X. Feng, DeGruyter, 2017.)
[5] (R)- and (S)-2,2’-Bis(3,5-dimethylphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl
Yutaro Saito, Yasutomo Segawa, Kenichiro Itami*
Electronic Encyclopedia of Reagents for Organic Synthesis Wiley, DOI: 10.1002/047084289X.rn02052.
[4] Design and Synthesis of Carbon Nanotube Segments
Yasutomo Segawa,* Akiko Yagi, Katsuma Matsui, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2016, 55, 5136–5158.
[3] Structurally Uniform and Atomically Precise Carbon Nanostructures
Yasutomo Segawa, Hideto Ito, and Kenichiro Itami*
Nature Rev. Mater. 2016, 1, 15002.
[2] Synthesis of Extended π-Systems through C–H Activation
Yasutomo Segawa,* Takehisa Maekawa, and Kenichiro Itami*
Angew. Chem. Int. Ed. 2015, 54, 66–81.
[1] Synthesis of Cycloparaphenylenes and Related Carbon Nanorings: A Step toward the Controlled Synthesis of Carbon Nanotubes
Haruka Omachi, Yasutomo Segawa, and Kenichiro Itami*
Acc. Chem. Res. 2012, 45, 1378–1389.

解説記事

[7] 炭素でできたメビウスの輪を合成
瀬川泰知・伊丹健一郎
自動車技術 2023, 2, 110–111.
[6] カーボンナノベルトの合成
瀬川泰知・伊丹健一郎
現代化学 2017, 7, 36–39.
[5] 世界初、カーボンナノベルトの合成までの軌跡
伊丹健一郎・瀬川泰知・大町遼・八木亜樹子
化学 2017, 72, 29–37.
[4] リングを鋳型に用いたカーボンナノチューブの合成
瀬川泰知
化学と工業 2013, 66, 823–824.
[3] ナノグラフェンのボトムアップ合成を指向した多環性芳香族炭化水素の直接アリール化反応
瀬川泰知・伊丹健一郎
触媒 2012, 54, 409–413.
[2] カーボンナノリング：最短のカーボンナノチューブ
瀬川泰知・伊丹健一郎
未来材料 2012, 12(4), 10–15.
[1] アルケンの触媒的アミノアルキル化 (Review de Debut)
瀬川泰知
有機合成化学協会誌 2009, 67, 843–844.