Organic chemistry for science and society

Publication

Original papers

 

0.  "Structural monitoring of the onset of excited-state aromaticity in a liquid crystal phase"

Masaki Hada*†, Shohei Saito*†, Sei’ichi Tanaka, Ryuma Sato, Masahiko Yoshimura, Kazuhiro Mouri, Kyohei Matsuo, Shigehiro Yamaguchi, Mitsuo Hara, Yasuhiko Hayashi, Fynn Röhricht, Rainer Herges, Yasuteru Shigeta*, Ken Onda*, R. J. Dwayne Miller

      J. Am. Chem. Soc. 2017, 139, 15792.

      Press release

 

1.  "Flapping viscosity probe that shows polarity-independent ratiometric fluorescence"

Ryota Kotani, Hikaru Sotome, Hajime Okajima, Soichi Yokoyama, Yumi Nakaike, Akihiro Kashiwagi, Chigusa Mori, Yuki Nakada, Shigehiro Yamaguchi, Atsuhiro Osuka, Akira Sakamoto,* Hiroshi Miyasaka,* Shohei Saito*

J. Mater. Chem. C, 2017,  5, 5248–5256.

 

2.  "Quantum Dots Embedded in Graphene Nanoribbons by Chemical Substitution"

Eduard Carbonell-Sanromà, Pedro Brandimarte, Richard Balog, Martina Corso, Shigeki Kawai, Aran Garcia-Lekue, Shohei Saito, Shigehiro Yamaguchi, Ernst Meyer, Daniel Sanchez-Portal, Jose Ignacio Pascual*

Nano Lett., 2017, 17, 50-56.

 

3.  "A Soluble Dynamic Complex Strategy for the Solution-Processed Fabrication of Organic Thin-Film Transistors of a Boron-Containing Polycyclic Aromatic Hydrocarbon"

Kyohei Matsuo, Shohei Saito, Shigehiro Yamaguchi*

Angew. Chem. Int. Ed. 2016, 55, 11984-11988.

 

4.   "Light-melt adhesive based on dynamic carbon frameworks in a columnar liquid-crystal phase"

Shohei Saito*, Shunpei Nobusue, Eri Tsuzaka, Chunxue Yuan, Chigusa Mori, Mitsuo Hara, Takahiro Seki, Cristopher Camacho, Stephan Irle, Shigehiro Yamaguchi

Nature Commun. 2016, 7, 12094. DOI:10.1038/NCOMMS12094.
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      See Press release
 
 
 

 

5.    "A Macrocyclic Fluorophore Dimer with Flexible Linkers: BrightExcimer Emission with a Long Fluorescence Lifetime"

Hiroshi Osaki, Chih-Ming Chou, Masayasu Taki*, Kai Welke, Daisuke Yokogawa, Stephan Irle*, Yoshikatsu Sato, Tetsuya Higashiyama, Shohei Saito, Aiko Fukazawa, Shigehiro Yamaguchi*

Angew. Chem. Int. Ed. 2016, 55, 7131-7135.

   Selected as Hot Paper

 

6.     “Boron-doped nanographene: Lewis acidity, redox properties, and battery electrode performance”

Shinichiro Osumi, Shohei Saito*, Chuandong Dou, Kyohei Matsuo, Keita Kume, Hirofumi Yoshikawa, Kunio Awaga, Shigehiro Yamaguchi*

Chem. Sci. 2016, 7, 219-227.

 

7.     “Atomically controlled substitutional boron-doping of graphene nanoribbons”

Shigeki Kawai*, Shohei Saito, Shinichiro Osumi, Shigehiro Yamaguchi, Adam S. Foster, Peter Spijker, Ernst Meyer

Nature Commun. 2015, 6, 8098.

 

 

8.     “Fluorescent benzene-centered mono-, bis- and tris-triazapentadiene–boron complexes”

Christoph Glotzbach, Nadine Gödeke, Roland Fröhlich, Constantin-Gabriel Daniliuc, Shohei Saito, Shigehiro Yamaguchi*, Ernst-Ulrich Würthwein*

Dalton Trans. 2015, 44, 9659–9671.

 

9.     “Highly bent crystals formed by restrained π-stacked columns connected via alkylene linkers with variable conformations”

Chih-Ming Chou, Shunpei Nobusue, Shohei Saito*, Daishi Inoue, Daisuke Hashizume, Shigehiro Yamaguchi*

Chem. Sci. 2015, 6, 2354–2359.

 

10.     “Photodissociation of B–N Lewis Adducts: A Partially Fused Trinaphthylborane with Dual Fluorescence”

Kyohei Matsuo, Shohei Saito, Shigehiro Yamaguchi*

J. Am. Chem. Soc. 2014, 136, 12580–12583.

 

11.     “A Strap Strategy for Construction of an Excited-State Intramolecular Proton Transfer (ESIPT) System with Dual Fluorescence”

Naoya Suzuki, Aiko Fukazawa, Kazuhiko Nagura, Shohei Saito, Hirotaka Kitoh-Nishioka, Daisuke Yokogawa, Stephan Irle*, Shigehiro Yamaguchi*

Angew. Chem. Int. Ed. 2014, 53, 8231–8235.

 

12.     “Heterotriangulenes π-Expanded at Bridging Positions”

Chih-Ming Chou, Shohei Saito, Shigehiro Yamaguchi*

Org. Lett. 2014, 16, 2868–2871.

 

13.     “Hybridization of a Flexible Cyclooctatetraene Core and Rigid Aceneimide Wings for Multi-Luminescent Flapping p Systems”

Chunxue Yuan, Shohei Saito*, Cristopher Camacho, Tim Kowalczyk, Stephan Irle*, Shigehiro Yamaguchi*

       Chem. Eur. J. 2014, 20, 2193–2200.

        Selected as Inside Cover

        Highlighted in Noteworthy Chemistry (ACS)

        Highlighted in SYNFACTS

 

14.     “Thermal 8π Electrocyclic Reaction of Heteroarene Tetramers: New Efficient Access to π-Extended Cyclooctatetraenes”

Kazuhiro Mouri, Shohei Saito, Ichiro Hisaki and Shigehiro Yamaguchi*

        Chem. Sci. 2013, 4, 4465–4469.

 

15.  “Distinct Responses to Mechanical Grinding and Hydrostatic Pressure in Luminescent Chromism of Tetrathiazolylthiophene”

Kazuhiko Nagura, Shohei Saito*, Hitoshi Yusa, Hiroshi Yamawaki, Hiroshi Fujihisa, Hiroyasu Sato, Yuichi Shimoikeda, Shigehiro Yamaguchi*

J. Am. Chem. Soc. 2013, 135, 10322­–10325.

 

16.  “A Pentacoordinate Boron-Containing pi-Electron System with Cl–B–Cl Three-Center Four-Electron Bonds”

Chuandong Dou, Shohei Saito, Shigehiro Yamaguchi*

J. Am. Chem. Soc. 2013, 135, 9346–9349.

 

17.  “A pi-Conjugated System with Flexibility and Rigidity That Shows Environment- Dependent RGB Luminescence”

Chunxue Yuan, Shohei Saito*, Cristopher Camacho, Stephan Irle, Ichiro Hisaki, and Shigehiro Yamaguchi*

        J. Am. Chem. Soc. 2013, 135, 8842–8845.

   Highlighted in Chemical & Engineering News

 

18.  “Fluorescent Modular Boron Systems Based on NNN- and ONO-Tridentate Ligands: Self-Assembly and Cell Imaging”

Christoph Glotzbach, Ulrike Kauscher, Jens Voskuhl, N. Seda Kehr, Marc C. A. Stuart, Roland Fröhlich, Hans J. Galla, Bart Jan Ravoo, Kazuhiko Nagura, Shohei Saito, Shigehiro Yamaguchi*, Ernst-Ulrich Würthwein*

J. Org. Chem. 2013, 78, 4410–4418.

 

19.  “S-Pechmann dye: a thiolactone-containing organic dye with a pronounced electron-accepting character and its solid-state photophysical properties”

Aiko Fukazawa*, Makoto Adachi, Ken Nakakura, Shohei Saito, Shigehiro Yamaguchi*

Chem. Comm. 2013, 49, 7117–7119.

 

20.  “Borylated Dibenzoborepin Synthesized by Skeletal Rearrangement and its Photochromism Based on Bora-Nazarov Cyclization”

Azusa Iida, Shohei Saito, Takahiro Sasamori, Shigehiro Yamaguchi*

Angew. Chem. Int. Ed. 2013, 52, 3760–3764.

 

21.  “Sequential Electrophilic and Photochemical Cyclizations from Bis(bithienyl)acetylene to a Tetrathienonaphthalene Core”

Chuandong Dou, Shohei Saito, Libin Gao, Naoki Matsumoto, Takashi Karasawa, Hongyu Zhang, Aiko Fukazawa, Shigehiro Yamaguchi*

Org. Lett. 2013, 15, 80–83.

 

22.  “Boron-Containing PAH as a Substructure of Boron-Doped Graphene”

Chuandong Dou, Shohei Saito*, Kyohei Matsuo, Shigehiro Yamaguchi*

       Angew. Chem. Int. Ed. 2012, 51, 12206–12210.

Highlighted in Advances in Engineering and highlighted in Kagaku

 

23.  “N-Heterocyclic Carbene Borane as an Electron Donating and Accepting Component of pi-Conjugated Systems”

Kazuhiko Nagura, Shohei Saito, Roland Fröhlich, Frank Glorius,* Shigehiro Yamaguchi*

Angew. Chem. Int. Ed. 2012, 51, 7762–7766.

 

24.  “Polycyclic pi-Electron System with Boron at Its Center”

Shohei Saito*, Kyohei Matsuo, Shigehiro Yamaguchi*

J. Am. Chem. Soc. (Spotlights) 2012, 134, 9130–9133.

   Highlighted in SYNFACTS

   Highlighted in Angew. Chem. Int. Ed.

 

25.  “Highly Flexible pi-Expanded Cyclooctatetraenes: Cyclic Thiazole Tetramers with Head-to-Tail Connection”

Kazuhiro Mouri, Shohei Saito, Shigehiro Yamaguchi*

 Angew. Chem. Int. Ed. 2012, 51, 5971–5975. 

Highlighted in SYNFACTS

 

26.  “A Facile Synthesis of Biphenyl-Fused BODIPY and Its Property”

Yosuke Hayashi, Naoki Obata, Masatomo Tamaru, Shigeru Yamaguchi, Yutaka Matsuo, Akinori Saeki, Shu Seki, Yuka Kureishi, Shohei Saito, Shigehiro Yamaguchi, Hiroshi Shinokubo*

Org. Lett. 2012, 14, 866-869.

 

27.  “Macrocyclic Restriction with Flexible Alkylene Linkers: A Simple Strategy to Control the Solid-State Properties of pi-Conjugated Systems”

Shohei Saito, Ken Nakakura, Shigehiro Yamaguchi*

Angew. Chem. Int. Ed. (Hot Paper), 2012, 51, 714-717.

 

28.  “Solvent- and Temperature-Dependent Conformational Changes between Hückel Antiaromatic and Möbius Aromatic Species in meso-Trifluoromethyl-Substituted [28]Hexaphyrins”

Min-Chul Yoon, Pyosang Kim, Hyejin Yoo, Soji Shimizu, Taro Koide, Sumito Tokuji, Shohei Saito, Atsuhiro Osuka,* Dongho Kim*

J. Phys. Chem. B, 2011, 115, 14928-14937.

 

29.  “Solvent Dependent Aromatic versus Antiaromatic Conformational Switching in meso-(Heptakis)pentafluorophenyl [32]Heptaphyrin”

Min-Chul Yoon, Jae-Yoon Shin, Jong Min Lim, Shohei Saito, Tomoki Yoneda, Atsuhiro Osuka,* Dongho Kim*

Chem. Eur. J. (VIP), 2011, 17, 6707-6715.

 

30.  “A Möbius Aromatic Pd(II) Complex of [28]Hexaphyrin(2.1.1.0.1.1)”

Kohei Moriya, Tomoki Yoneda, Shohei Saito, Atsuhiro Osuka*

Chem. Lett. 2011, 40, 455-457.

 

31.  “Palladium(II)-Metalation Triggered Rearrangement of Heptaphyrin To N-Confused Porphyrin”

Tomoki Yoneda, Shohei Saito, Hideki Yorimitsu, Atsuhiro Osuka*

Angew. Chem. Int. Ed. 2011, 50, 3475-3478.

 

32.  “Metal Complexes of Chiral Möbius Aromatic [28]Hexaphyrin(1.1.1.1.1.1): Enantiomeric Separation, Absolute Stereochemistry, and Asymmetric Synthesis”

Takayuki Tanaka, Tsutomu Sugita, Sumito Tokuji, Shohei Saito, Atsuhiro Osuka*

Angew. Chem. Int. Ed. 2010, 49, 6619-6621.

 

33.  “Möbius Antiaromatic Bis-Phosphorus Complexes of [30]Hexaphyrins”

Tomohiro Higashino, Jong Min Lim, Takahiro Miura, Shohei Saito, Jae-Yoon Shin, Dongho Kim,* Atsuhiro Osuka*

Angew. Chem. Int. Ed. 2010, 49, 4950-4954.

 

34.  “Boron(III) Induced Skeletal Rearrangement of Hexaphyrin(1.1.1.1.1.1) to Hexaphyrin(2.1.1.0.1.1)”

        Kohei Moriya, Shohei Saito, Atsuhiro Osuka*

 

35.  “meso-Trifluoromethyl-Substituted Subporphyrin from Ring-Splitting Reaction of meso-Trifluoromethyl-Substituted [32]Heptaphyrin(1.1.1.1.1.1.1)”

Ryu Sakamoto, Shohei Saito, Soji Shimizu, Yasuhide Inokuma, Naoki Aratani, Atsuhiro Osuka*

       Chem. Lett. 2010, 39, 439-441. 

Selected as Editor's Choice

 

36.  “Fully pi-Conjugated Helices From Oxidative Cleavage of meso-Aryl Substituted Expanded Porphyrins”

        Shohei Saito, Ko Furukawa, Atsuhiro Osuka*

J. Am. Chem. Soc. 2010, 132, 2128-2129.

 

37.  “Protonated [4n]pi and [4n+2]pi Octaphyrins Choose Their Möbius/Hückel Aromatic Topology”

Jong Min Lim, Jae-Yoon Shin, Yasuo Tanaka, Shohei Saito, Atsuhiro Osuka,* Dongho Kim*

J. Am. Chem. Soc. 2010, 132, 3105-3114.

 

38.  “Phosphorus Complexes of the First Expanded Isophlorins”

Takahiro Miura, Tomohiro Higashino, Shohei Saito, Atsuhiro Osuka*

      Chem. Eur. J. 2010, 16, 55-59.

Highlighted in Synfacts

 

39.  “T-Shaped Three-Coordinate Copper(II) Heptaphyrin Complexes”

        Shohei Saito, Ko Furukawa, Atsuhiro Osuka*

      Angew. Chem. Int. Ed. 2009, 48, 8086–8089.

   Selected as a Very Important Paper

   Highlighted in Angew. Chem. Int. Ed.

 

40.  “Multiple Conformational Changes of β-Tetraphenyl meso-Hexakis(pentafluorophenyl) Substituted [26] and [28]Hexaphyrins(1.1.1.1.1.1)”

Taro Koide, Katsuyuki Youfu, Shohei Saito, Atsuhiro Osuka*

Chem. Commun. 2009, 6047–6049.

 

41.  “Triply N-Confused Hexaphyrins: Near-Infrared Luminescent Dyes with a Triangular Shape”

Yong-Shu Xie, Keisuke Yamaguchi, Motoki Toganoh, Hidemitsu Uno, Masaaki Suzuki, Shigeki Mori, Shohei Saito, Atsuhiro Osuka,* Hiroyuki Furuta*

Angew. Chem. Int. Ed. 2009, 48, 5496-5499.

 

42.  “Facile Formation of a Benzopyran-Fused [28]Hexaphyrin That Exhibits Distinct Möbius Aromaticity”

Sumito Tokuji, Jae-Yoon Shin, Kil Suk Kim, Jong Min Lim, Katsuyuki Youfu, Shohei Saito, Dongho Kim,* Atsuhiro Osuka*

      J. Am. Chem. Soc. 2009, 131, 7240–7241.

   Highlighted in Chemical & Engineering News

 

43.  “Temperature Dependent Conformational Change of meso-Hexakis(pentafluorophenyl) [28]Hexaphyrins (1.1.1.1.1.1) into Möbius Structures”

Kil Suk Kim, Zin Seok Yoon, Annie Ricks, Jae-Yoon Shin, Shigeki Mori, Jeyaraman Sankar, Shohei Saito, Young Mee Jung, Michael Wasielewski,* Atsuhiro Osuka,* Dongho Kim*

J. Phys. Chem. A, 2009, 113, 4498-4506.

 

44.  “Protonation-Triggered Conformational Changes to Möbius Aromatic [32]Heptaphyrins(1.1.1.1.1.1.1)"

Shohei Saito, Jae-Yoon Shin, Jong Min Lim, Kil Suk Kim, Dongho Kim,* Atsuhiro Osuka*

Angew. Chem. Int. Ed. 2008, 47, 9657-9660.

 

45.  “Unambiguous Identification of Möbius Aromaticity for meso-Aryl-Substituted [28]Hexaphyrins(1.1.1.1.1.1)”

Jeyaraman Sankar, Shigeki Mori, Shohei Saito, Harapriya Rath, Masaaki Suzuki, Yasuhide Inokuma, Hiroshi Shinokubo, Kil Suk Kim, Zin Seok Yoon, Jae-Yoon Shin, Jong Min Lim, Yoichi Matsuzaki, Osamu Matsushita, Atsuya Muranaka, Nagao Kobayashi, Dongho Kim,* Atsuhiro Osuka*

J. Am. Chem. Soc. 2008, 130, 13568–13579.

 

46.  “Synthesis and Characterization of meso-Aryl-Substituted Subchlorins”

Eiji Tsurumaki, Shohei Saito, Kil Suk Kim, Jong Min Lim, Yasuhide Inokuma, Dongho Kim,* Atsuhiro Osuka*

J. Am. Chem. Soc. 2008, 130, 438–439.

 

47.  “Metalation of Expanded Porphyrins: A Chemical Trigger Used To Produce Molecular Twisting and Möbius Aromaticity”

Yasuo Tanaka, Shohei Saito, Shigeki Mori, Naoki Aratani, Hiroshi Shinokubo, Naoki Shibata, Yoshiki Higuchi, Zin Seok Yoon, Kil Suk Kim, Su Bum Noh, Jong Kang Park, Dongho Kim,* Atsuhiro Osuka* 

Angew. Chem. Int. Ed. (VIP) 2008, 47, 681-684.

           Highlighted in Angew. Chem. Int. Ed.

 

48.  “Extrusion of Boron(III) Subporphyrin from meso-Heptakis(pentafluorophenyl) [32]heptaphyrin upon Cooperative CuII and BIII Metalation”

Shohei Saito, Kil Suk Kim, Zin Seok Yoon, Dongho Kim,* Atsuhiro Osuka*

Angew. Chem. Int. Ed. 2007, 46, 5591-5593.

 

49.  “N-Fusion Reaction Sequence of Heptaphyrin(1.1.1.1.1.1.1): Singly, Doubly, and Quadruply N-Fused Heptaphyrins”

        Shohei Saito, Atsuhiro Osuka*

Chem. Eur. J. 2006, 12, 9095-9102.

 

50.  “Internally 1,4-Phenylene-Bridged meso Aryl-Substituted Expanded Porphyrins: The Decaphyrin and Octaphyrin Cases”

Venkataramanarao G. Anand, Shohei Saito, Soji Shimizu, Atsuhiro Osuka*

     Angew. Chem. Int. Ed. 2005, 44, 7244-7248.
    

 

Reviews

1.     “Expanded Porphyrins: Intriguing Structures, Electronic Properties, and Reactivities”

Shohei Saito, Atsuhiro Osuka*

Angew. Chem. Int. Ed. 201150, 4342-4373.

 

 

2.     “Expanded Porphyrins and Aromaticity”

Atsuhiro Osuka*, Shohei Saito

Chem. Commun. 2011, 47, 4330-4339.
    
 

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お問い合わせ先

Shohei Saito 齊藤 尚平 Associate Professor
Kyoto University
Department of Chemistry, Graduate School of Science
Kitashirakawa Oiwake-cho, Sakyo-ku, Kyoto, Japan 606-8502

京都大学大学院理学研究科化学専攻
集合有機分子機能研究室 准教授
〒606-8502
京都市左京区北白川追分町
+81-(0)75-753-4010