【Original Papers】

【Papers to be submitted】

[45] {TBA} nanographene synthesis
Honami Katsuragawa, Yoshifumi Toyama, Kou P. Kawahara, Hideto Ito,* Kenichiro Itami*

[44] {TBA} Synthesis of Hetero-Nanographene
Majji Shankar, Hiroki Shudo, Fujishiro Kanna, Keigo Yamada, Hideto Ito,* Kenichiro Itami*

[43] [TBA] APEX reaction for nanocarbons synthesis
Maciej Krzeszewski, Takehisa Maekawa, Wataru Matsuoka, Hideto Ito,* Kenichiro Itami*

【Submitted Papers】

[44] Birch Reductive Arylation by Mechanochemical Anionic Activation of Polycyclic Aromatic Compounds
Yoshifumi Toyama, Akiko Yagi, Kenichiro Itami,* Hideto Ito*
ChemRxiv. Aug 30th, 2024. DOI: 10.26434/chemrxiv-2024-ts4vf

【Published Original Papers】

[43] Nonplanar Nanographene: A Hydrocarbon Hole-Transporting Material That Competes with Triarylamines
Yuta Morinaka*, Hideto Ito, Kazuhiro J. Fujimoto, Takeshi Yanai, Yohei Ono, Tsuyoshi Tanaka,* Kenichiro Itami*
Angew. Chem. Int. Ed. 2024, 63, e202409619. DOI: 10.1002/ange.202409619
Press release (ITbM): https://www.itbm.nagoya-u.ac.jp/ja/research/2024/08/post-86.php

[42] Synthesis of diamondoids through hydrogenation of adamantane-annulated arenes
Yoshifumi Toyama, Takaku Yoshihara, Hiroki Shudo, Hideto Ito, Kenichiro Itami,* Akiko Yagi*
ChemRxiv. Aug 30th, 2024. DOI: 10.26434/chemrxiv-2024-ts4vf
Chem. Lett. 2024, 53, upad037. DOI: 10.1093/chemle/upad037

[40] Synthesis of Heptagon-Containing Polyarenes by Catalytic C–H Activation
Keigo E. Yamada, Iain A. Stepek, Wataru Matsuoka, Hideto Ito,* Kenichiro Itami*
Angew. Chem. Int. Ed. 2023, 62, e202311770. DOI: 10.1002/anie.202311770. [detail]
Highlighted in Synfacts 2024, 20, 0255. DOI: 10.1055/s-0043-1773027

[39] Noncovalent modification of cycloparaphenylene by catenane formation using an active metal template strategy
Hisayasu Ishibashi, Manuel Rondelli, Hiroki Shudo, Takehisa Maekawa, Hideto Ito, Kiichi Mizukami, Nobuo Kimizuka,* Akiko Yagi,* Kenichiro Itami*
Angew. Chem. Int. Ed. 2023, e202310613 DOI: 10.1002/anie.202310613 Selected as a Hot Paper!
ChemRxiv 2023 DOI: 10.26434/chemrxiv-2023-3rq4x
Press release (Japanese) Press release (English)

[38] Expanded [2,1][n]Carbohelicenes with 15- and 17-Benzene Rings
Michihisa Toya, Takuya Omine, Fumitaka Ishiwari, Akinori Saeki, Hideto Ito,* Kenichiro Itami*
Submitted to ChemRxiv. DOI: 10.26434/chemrxiv-2023-k9pzj
J. Am. Chem. Soc. 2023, 145, 11553–11565. DOI: 10.1021/jacs.3c00109 [detail]

 

[37] Lithium-mediated mechanochemical cyclodehyrogenation
Kanna Fujishiro, Yuta Morinaka, Yohei Ono, Tsuyoshi Tanaka, Lawrence T. Scott, Hideto Ito,* and Kenichiro Itami*
Submitted to ChemRxiv. DOI: 10.26434/chemrxiv-2023-k4z34
J. Am. Chem. Soc. 2023, 145, 8163–8175. DOI: 10.1021/jacs.3c01185 [detail]
Nagoya University Press Release: https://www.nagoya-u.ac.jp/researchinfo/result/2023/04/post-482.html

[36] One-step synthesis to polycyclic thianthrenes from unfunctionalized aromatics by thia-APEX reaction
Kou. P. Kawahara, Hideto Ito,* Kenichiro Itami*
Org. Chem. Front., 2023, 10, 1880–1889. Open Access. DOI: 10.1039/D2QO02058K [detail]
Organic Chemistry Frontiers Emerging Investigator Series, 2023.
Selected as a cover art picture in vol. 10, issue 8 in Org. Chem. Front.

[35] Rapid access to polycyclic thiopyrylium compounds from unfunctionalized aromatics by thia-APEX reaction
Kou. P. Kawahara, Hideto Ito,* Kenichiro Itami*
Chem. Commun. 2023, 59, 1157–1160. DOI: 10.1039/D2CC06706D. [detail]

[34] π-Extended Rubrenes via Dearomative Annulative π-Extension Reaction
Wataru Matsuoka, Kou P. Kawahara, Hideto Ito,* David Sarlah, Kenichiro Itami*
J. Am. Chem. Soc. 2023, 145, 658-666. DOI: 10.1021/jacs.2c11338.[detail]

[33] C-H arylation enables synthesis of imidazole-4-carboxamide (ICA) based fairy chemicals with plant growth promoting activity
Ayaka Ueda, Kazuma Amaike,* Yoko Shirotani, Robin Warstat, Hideto Ito, Jae-Hoon Choi, Hirokazu Kawagishi,* Kenichiro Itami*
Can. J. Chem. 2023, 101, 449–452. Special issue for Prof. Cathleen M. Crudden. DOI: 10.1139/cjc-2022-0256

[32] Infinitene: A Helically Twisted Figure-Eight [12]Circulene Topoisomer
Maciej Krzeszewski, Hideto Ito,* Kenichiro Itami*
Submitted. ChemRxiv DOI: 10.33774/chemrxiv-2021-pcwcc [link] [detail]
J. Am. Chem. Soc. 2022, 144, 862–871. DOI: 10.1021/jacs.1c10807
Highlighted in Chemistry Views [link], C&En News [link]
Selected as “The Molecules of The Year 2021” by C&En News, ACS [link] [detail]
Selected as a Supplementary Cover Picture in vol 144 issue 2.
One of most cited publications from 2021–2022 (Sep. 14th, 2023).[detail]

[31] Diversity-oriented synthesis of nanographenes enabled by dearomative annulative π-extension

[30] Synthesis and properties of helically-folded poly(arylenediethynylene)s
Michihisa Toya, Hideto Ito,* Kenichiro Itami*
Polymer Chemistry, 2021, 12, 3290–3298. [detail] DOI: 10.1039/D1PY00144B

[29] Synthesis of Nitrogen‐Containing Polyaromatics by Aza‐Annulative π‐Extension of Unfunctionalized Aromatics
Kou P. Kawahara, Wataru Matsuoka, Hideto Ito*, Kenichiro Itami*
Angew. Chem. Int. Ed. 2020, 59, 6383-6388. DOI: 10.1002/anie.201913394 【detail】

[28] An axially chiral 1,1′-biazulene and its π-extended derivative: synthesis, structures and properties
Chaolumen, Hideto Ito,* Kenichiro Itami*
Chem. Commun. 2019, 55, 9606-9609 . DOI: 10.1039/C9CC03510A【detail】
Selected as a front cover in volume 55, issume 65.

 

[27] Bay-region Selective Annotative π-Extension (APEX) of Perylene Diimides with Arynes
Takayuki Nakamuro, Kazushi Kumazawa, Hideto Ito,* Kenichiro Itami*
Synlett, 2019, 30, 423–428. DOI: 10.1055/s-0037-1611668.

[26] Discovery of Plant Growth Stimulants by C–H Arylation of 2-Azahypoxanthine
Hiroyuki Kitano, Jae-Hoon Choi, Ayaka Ueda, Hideto Ito , Shinya Hagihara, Toshiyuki Kan , Hirokazu Kawagishi , and Kenichiro Itami
Org. Lett. 2018, 20, 5684–5687. DOI: 10.1021/acs.orglett.8b02407 【detail】
Highlighted in C&EN News

 

[25] Annulative π-Extension of Indoles and Pyrroles with Diiodobiaryls by Pd Catalysis: Rapid Synthesis of Nitrogen-Containing Polycyclic Aromatic Compounds
Hiroyuki Kitano, Wataru Matsuoka, Hideto Ito,* Kenichiro Itami*
Chem. Sci.2018, 9, 7556-7561. DOI: 10.1039/c8sc02802h 【detail】

[24] Palladium-Catalyzed Esterification of Carboxylic Acids with Aryl Iodides
Hiroyuki Kitano, Hideto Ito,* Kenichiro Itami*
Org. Lett.2018, 20, 2428–2432. DOI: 10.1021/acs.orglett.8b00775【detail】
Highlighted as Most read articles (7th May, 2018)

[23] C-H Arylation of Phenanthrene with Trimethylphenylsilane by Pd/o-Chloranil Catalysis: Computational Studies on the Mechanism, Regioselectivity, and Role of o-Chloranil
Mari Shibata, Hideto Ito,* Kenichiro Itami*
J. Am. Chem. Soc. 2018, 140, 2196–2205. DOI: 10.1021/jacs.7b11260【detail】

[22] Oxidative Homocoupling Reaction of Aryltrimethylsilanes by Pd/o-chloranil Catalysis
Mari Shibata, Hideto Ito,* Kenichiro Itami*
Chem. Lett.2017, 46, 1701–1704. DOI: 10.1246/cl.170723.【detail】

[21] Rapid Access to Nanographenes and Fused Heteroaromatics by Palladium-Catalyzed Annulative π-Extension Reaction of Unfunctionalized Aromatics with Diiodobiaryls
Wataru Matsuoka, Hideto Ito,* Kenichiro Itami*
Angew. Chem. Int. Ed. 2017, 56, 12224–12228. DOI:10.1002/anie.201707486 【detail】
Highlighted in Organometallic Chemistry: Current Trends in Organometallic and Synthetic Chemistry

[20] Annulative π-Extension (APEX) of Heteroarenes with Dibenzosiloles and Dibenzogermoles by Palladium/o-Chloranil Catalysis
Kyohei Ozaki, Wataru Matsuoka, Hideto Ito,* Kenichiro Itami*
Org. Lett., 2017, 19, 1930–1933. DOI: 10.1021/acs.orglett.7b00684【detail】

[19] One-Step Annulative p-Extension of Alkynes with Dibenzosiloles Dibenzogermoles by Palladium/o-chloranil Catalysis
Kyohei Ozaki, Keiichiro Murai, Wataru Matsuoka, Katsuaki Kawasumi, Hideto Ito,* and Kenichiro Itami*
Angew. Chem. Int. Ed.2017, 56, 1361–1364. DOI: 10.1002/ange.201610374【detail】
Selected as a Hot Paper
Highlighted in Synfacts

[18] Key Structural Elements of Unsymmetrical Cyanine Dyes for Highly Sensitive Fluorescence Turn-on DNA Probe
Kakishi Uno, Taeko Sasaki, Nagisa Sugimoto, Hideto Ito, Taishi Nishihara, Shinya Hagihara, Tetsuya Higashiyama, Narie Sasaki, Yoshikatsu Sato and Kenichiro Itami*
Chem. Asian J.2017, 12, 233–238. DOI: 10.1002/asia.201601430【detail】
Highlighted in chemistry views
Most accessed article in January 2017 (First Place)
Most accessed article in February 2017 (Third Place)
Most accessed article between March 2016 to February 2017 (22nd Place)
Most accessed article between May 2016 to April 2017 (11th place)

[17]Construction of Covalent Organic Nanotubes by Light-Induced Cross-Linking of Diacetylene-Based Helical Polymers
Kaho Maeda, Liu Hong, Taishi Nishihara, Yusuke Nakanishi, Yuhei Miyauchi, Ryo Kitaura, Naoki Ousaka, Eiji Yashima, Hideto Ito,* and Kenichiro Itami*
J. Am. Chem. Soc. 2016, 138, 11001–11008. DOI: 10.1021/jacs.6b05582 【detail】【press release (JP)】[press release(EN)]

 

 

 

 

Selected as the cover art in J. Am. Chem. Soc. 2016, vol.138, issue 38
Highlighted in JACS SPOTLIGHTS (J. Am. Chem. Soc. 2016, 138, 10717. DOI: 10.1021/jacs.6b08657)
Most Read Article Article (Total 2343 views: accessed in 5th, Sep., 2016)
Highlighted in ChemStation Spotlight Research
Highlighted in Academist Journal
Highlighted in News Paper: 日経産業新聞20160809、中日新聞20160901, 科学新聞20160906

 

 

 

Other highlights
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[Web News in Russian]:RAMBLER NEWS SERVICE,
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[16] Macrocyclization by Rh-Catalyzed Cross-Cyclotrimerization of L-Shaped Diynes with Di-tert-butyl Acetylenedicarboxylate: Effect of Bent Linkers of Diynes
S. Nishigaki, Y. Miyauchi, K. Noguchi, H. Ito, K. Itami, Y. Shibata, K. Tanaka*
Eur. J. Org. Chem. 2016, 4668–4673. DOI: 10.1002/ejoc.201600909【detail】

[15] 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. DOI: 10.1055/s-0035-1561455 【detail】
Selected as Synlett Best Paper Award 2016

[14]. 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. DOI: 10.1021/acs.orglett.6b00365 【detail】

[13]. 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. DOI: 10.3762/bjoc.11.295

[12].Concise Synthesis and Facile Nanotube Assembly of a Symmetrically Multi-Functionalized Cycloparaphenylene
Yuta Miyauchi, Shintaro Fujii, Kohei Johmoto, Nobuhiro Yasuda, Hideto Ito, Kenichiro Itami, Hidehiro Uekusa, Manabu Kiguchi, and Ken Tanaka
Chem. Eur. J.2015, 21, 18900. DOI: 10.1002/chem.201504185.
selected as Hot Paper

[11]. One-shot K-region-selective Annulative π-Extension for Nanographene Synthesis and Functionalization
Kyohei Ozaki, Katsuaki Kawasumi, Mari Shibata, Hideto Ito, and Kenichiro Itami
Nature Commun. 2015, 6, 6251. DOI: 10.1038/ncomms7251.【detail】
Highlighted in News Papers (Chunichi Shinbun, Nikkan Kogyo Shimbun, Zaikeishinbun)
   Highlighted in Science Portal, Scicasts, Phys Org, AZO NANO, nano werk, Science Daily, Asia Research News, Eurek Alert.

[10]. 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. DOI: 10.1002/anie.201409389【detail】
   Selected as a inside cover picture in issue 1, 2015.
   Highlighted in Synfacts 2015, 11,141.

[9]. One-shot Indole-to-Carbazole π-Extension by Pd-Cu-Ag Trimetallic System
Kyohei Ozaki, Hua Zhang, Hideto Ito, Aiwen Lei and Kenichiro Itami
Chem. Sci.2013, 4, 3416–3420, DOI: 10.1039/C3SC51447A 【detail】

Most Read Articles in June and July in 2013
Selected as “HOT Chem Sci articles for June” in 2013
   Selected as Back Cover in issue 9, 2013
   Highlighted in Synfacts
   Selected as “Top 25 most-read Chemical Science articles in 2013”

[8]. Construction of Eight-Membered Carbocycles through Gold Catalysis with Acetylene-Tethered Silyl Enol Ethers
Tomohiro Iwai, Hiori Okochi, Hideto Ito and Masaya Sawamura
Angew, Chem. Int. Ed., 2013, 52, 4239–4242. DOI: 10.1002/anie.201300265 

[7]. Use of a Semihollow-Shaped Triethynylphosphane Ligand for Efficient Formation of Six- and Seven-Membered Ring Ethers through Gold(I)-Catalyzed Cyclization of Hydroxy-Tethered Propargylic Esters
Hideto Ito, Ayumi Harada, Hirohisa Ohmiya, Masaya Sawamura
Adv. Synth. Catal., 2013, 355, 647–652.DOI: 10.1002/adsc.201200949

[6]. Formation of Quaternary Carbon Centers via Highly Regioselective Hydroformylation with Catalytic Amounts of a Reversibly Bound Directing Group
Yusuke Ueki, Hideto Ito, Ippei Usui, Bernhard Breit
Chem. Eur. J., 2011, 17, 8555–8558. DOI: 10.1002/chem.201101186

[5]. Intramolecular Hydroamination of Alkynic Sulfonamides Catalyzed by Gold–Triethynylphosphine Complex: Construction of Azepine Frameworks by 7-Exo–dig Cyclization
Hideto Ito, Tomoya Harada, Hirohisa Ohmiya, Masaya Sawamura
Beilstein J. Org. Chem., invited paper, 2011, 7, 951-959. DOI: 10.3762/bjoc.7.106

[4].  Construction of Methylenecycloheptane Frameworks through 7-Exo–Dig Cyclization of   Acetylenic Silyl Enol Ethers Catalyzed by Triethynylphosphine–Gold Complex
Hideto Ito, Hirohisa Ohmiya, Masaya Sawamura
Org. Lett. 2010, 12, 4380–4383.DOI: 10.1021/ol101860j

[3].  General and Functional Group-Tolerable Approach to Allenylsilanes by Rhodium-Catalyzed Coupling between Propargylic Carbonates and a Silylboronate
Hirohisa Ohmiya, Hideto Ito, and Masaya Sawamura
Org. Lett. 2009, 11, 5618–5620. DOI: 10.1021/ol902339a

[2].  Cyclization of Non-Terminal Alkynic b-Keto Esters Catalyzed by Gold(I) Complex with a Semihollow, End-Capped Triethynylphosphine Ligand
Hideto Ito, Yusuke Makida, Atsuko Ochida, Hirohisa Ohmiya, Masaya Sawamura
Org. Lett.2008, 10, 5051–5054. DOI:10.1021/ol802079r

[1].  Using Triethynylphosphine Ligands Bearing Bulky End Caps to Create a Holey Catalytic Environment: Application to Gold(I)-Catalyzed Alkyne Cyclizations
Atsuko Ochida, Hideto Ito, Masaya Sawamura
J. Am. Chem.Soc, 2006, 128, 16486-16487.DOI:10.1021/ja066800c

【Reviews】

[8] Heteroatom-Embedding Annulative π-Extension (Hetero-APEX) Reactions – An Overview
Hideto Ito,* Kou. P. Kawahara, Kenichiro Itami*
Synthesis, in press. DOI: 10.1055/a-2169-4078 [detail]

[7] Construction of Heptagon‐Containing Molecular Nanocarbons
Chaolumen, Iain A. Stepek, Keigo E. Yamada, Hideto Ito,* Kenichiro Itami*
Angew. Chem. Int. Ed., 2021, 60, 23508–23532. https://doi.org/10.1002/anie.202100260

[6] A Quest for Structurally Uniform Graphene Nanoribbons: Synthesis, Properties, and Applications
Yuuta Yano, Nobuhiko Mitoma, Hideto Ito,* Kenichiro Itami*
J. Org. Chem. 2020, 86, 4-33. DOI: 10.1021/acs.joc.9b02814 【detail】
Perspective review in the special issue on “Functional Organic Materials”
Selected as a cover picture in vol.85 issue 1.