Publications

Original Papers

[59] Side-chain engineering in a thermal precursor approach for efficient photocurrent generation with insoluble tetrabenzoporphyrin–diketopyrrolopyrrole conjugates

Kohtaro Takahashi, Daichi Kumagai, Naoya Yamada, Daiki Kuzuhara, Yuji Yamaguchi, Naoki Aratani, Tomoyuki Koganezawa, Sota Koshika, Noriyuki Yoshimoto, Sadahiro Masuo, Mitsuharu Suzuki, Ken-ichi Nakayama, Hiroko Yamada

J. Mater. Chem. A 2017, accepted, . DOI:

[58] Improved performance of organic photovoltaic cells with PTB7-Th:PC71 BM by optimized solvent evaporation time in electrospray deposition

Takeshi Fukuda, Asuki Toda, Kazuya Takahira, Daiki Kuzuhara, Noriyuki Yoshimoto

Org. Electron. 2017, in press, . DOI: 10.1016/j.orgel.2017.05.049

[57] Synthesis, Characterization and Protonation Behavior of Quinoxaline-Fused Porphycenes

Daiki Kuzuhara*, Mika Sakaguchi, Wataru Furukawa, Takuya Okabe, Naoki Aratani, Hiroko Yamada*

Molecules 2017, 22, 908. DOI:10.3390/molecules22060908

[56] Studies on Pyrene and Perylene Derivatives upon Oxidation and Application to a Higher Analogue

Akinobu Matsumoto, Mitsuharu Suzuki, Hironobu Hayashi, Daiki Kuzuhara, Junpei Yuasa, Tsuyoshi Kawai, Naoki Aratani,* and Hiroko Yamada*

Bull. Chem. Soc. Jpn. 2017, in press, . DOI: org/10.1246/bcsj.20160337

[55] Engineering Thin Films of a Tetrabenzoporphyrin toward Efficient Charge-Carrier Transport: Selective Formation of a Brickwork Motif

Kohtaro Takahashi, Bowen Shan, Xiaomin Xu, Shuaijun Yang, Tomoyuki Koganezawa, Daiki Kuzuhara, Naoki Aratani, Mitsuharu Suzuki, Qian Miao Hiroko Yamada

ACS Appl. Mater. Interfaces 2017, 9, 8211-8218. DOI: 10.1021/acsami.6b13988

[54] Porphycene dimer-based non-fullerene acceptor for organic solar cell

Takuya Okabe, Daiki Kuzuhara, Mitsuharu Suzuki, Naoki Aratani, Hiroko Yamada

J. Porphyrins Phthalocyanines 2016, 20, 1350-1360. DOI: http://dx.doi.org/10.1142/S1088424616501108

[53] Fullerene-linked tetrabenzoporphyrins for solution processed organic photovoltaics: flexible vs. rigid linkers

Yuto Tamura, Daiki Kuzuhara, Mitsuharu Suzuki, Hironobu Hayashi, Naoki Aratani, Hiroko Yamada

J. Mater. Chem. A 2016, 4, 15333-15342. DOI: 10.1039/c6ta06599f

[52] Synthesis and Characterization of an Iridium Triphyrin Complex

Songlin Xue, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada

Inorg. Chem. 2016, Early view. DOI: 10.1021/acs.inorgchem.6b01841

[51] Bisanthra-thianthrene: synthesis, structure and oxidation properties

Masataka Yamashita, Hironobu Hayashi, Mitsuharu Suzuki, Daiki Kuzuhara, Junpei Yuasa, Tsuyoshi Kawai, Naoki Aratani, Hiroko Yamada

RSC Adv. 2016, 4, 70700-70703. DOI: 10.1039/C6RA13036D

[50] Aromaticity Relocation in Perylene Derivatives upon Two-electron Oxidation to Form Anthracene and Phenanthrene

Akinobu Matsumoto, Mitsuharu Suzuki, Hironobu Hayashi, Daiki Kuzuhara, Junpei Yuasa, Tsuyoshi Kawai, Naoki Aratani, Hiroko Yamada

Chem. Eur. J. 2016, 22, 14462-14466. DOI: 10.1002/chem.201602188

[49] Synthesis and Metalation of Doubly o-Phenylene-Bridged Cyclic Bis(dipyrrin)s with Highly Bent Skeleton of Dibenzoporphyrin(2.1.2.1)

Daiki Kuzuhara, Wataru Furukawa, Aya Kitashiro, Naoki Aratani, Hiroko Yamada

Chem. Eur. J. 2016, 22, 10671–10678. DOI: 10.1002/chem.201601083

[48] A laterally π-expanded fluorone dye as an efficient near infrared fluorophore

Kyohei Sezukuri, Mitsuharu Suzuki, Hironobu Hayashi, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada

Chem. Commun. 2016, 52, 4872-4875. DOI: 10.1039/C6CC00237D

[47] Facile synthesis of indolizino[3,4,5-ab]isoindoles by an acid-induced cyclization of 1,2-di(1H-pyrrol-2-yl)benzenes

Daiki Kuzuhara, Satoshi Miyake, Hirotake Moriyama, Yuto Tamura, Naoki Aratani, Hiroko Yamada

Tetrahedron Lett. 2015, 56, 5564-5567. DOI: 10.1016/j.tetlet.2015.08.044

[46] A Novel D-π-A Small Molecule with N-heteroacene as Acceptor Moiety for Photovoltaic Application

Chengyuan Wang, Takuya Okabe, Guankui Long, Daiki Kuzuhara, Yang Zhao, Naoki Aratani, Hiroko Yamada, Qichun Zhang

Dyes. Pig. 2015, 122, 231-237. DOI:10.1016/j.dyepig.2015.06.029

[45] Indolizino[5,6-b]quinoxaline Derivatives: Intramolecular Charge Transfer Characters and NIR Fluorescence

Mitsuru Kojima, Hironobu Hayashi, Tatsuya Aotake, Shinya Ikeda, Mitsuharu Suzuki, Naoki Aratani, Daiki Kuzuhara, Hiroko Yamada

Chem. Asia. J. 2015, 10, 2337-2341. DOI: 10.1002/asia.201500597

[44] Tetrabenzoperipentacene: Stable Five-Electron Donating Ability and a Discrete Triple-Layered β-Graphite Form in the Solid State

Akinobu Matsumoto, Mitsuharu Suzuki, Daiki Kuzuhara, Hironobu Hayashi, Naoki Aratani, Hiroko Yamada

Angew. Chem. Int. Ed. 2015, 54, 8175-8178. DOI: 10.1002/anie.201502466

[43] Evaluation of semiconducting molecular thin films solution-processed via the photoprecursor approach: The case of hexyl-substituted thienoanthracenes

Cassandre Quinton, Mitsuharu Suzuki, Yoshitaka Kaneshige, Yuki Tatenaka, Chiho Katagiri, uji Yamaguchi, Daiki Kuzuhara, Naoki Aratani, Ken-ichi Nakayama, Hiroko Yamada

J. Mater. Chem. C 2015, 3, 5995-6005. DOI: 10.1039/C5TC00794A

[42] Effect of alkyl substituents: 5,15-bis(trimethylsilylethynyl)- vs 5,15-bis(triisopropylsilylethynyl)-tetrabenzoporphyrins and their metal complexes

Kohtaro Takahashi, Naoya Yamada, Daichi Kumagai, Daiki Kuzuhara, Mitsuharu Suzuki, Yuji Yamaguchi, Naoki Aratani, Ken-ichi Nakayama, Hiroko Yamada

J. Porphyrins Phthalocyanines 2015, 19, 465-478. DOI: org/10.1142/S1088424615500388

[41] An Optically- and Thermally-Switchable Electronic Structure Based on Anthracene–BODIPY Conjugate

Tatsuya Aotake, Mitsuharu Suzuki, Kazuaki Tahara, Daiki Kuzuhara, Naoki Aratani, Naoto Tamai, Hiroko Yamada

Chem. Eur. J. 2015, 21, 4966-4974. DOI: 10.1002/chem.201406384

[40] 9,9'-Anthryl-Anthroxyl Radicals: Strategic Stabilization of Highly Reactive Phenoxyl Radicals

Tatsuya Aotake, Mitsuharu Suzuki, Naoki Aratani, Junpei Yuasa, Daiki Kuzuhara, Hironobu Hayashi, Haruyuki Nakano, Tsuyoshi Kawai, Jishan Wu, Hiroko Yamada

Chem. Commun. 2015, 51, 6734-6737. DOI: 10.1039/C4CC10104A

[39] Tautomerism in Porphycenes: Analysis of Rate-Affecting Factors

Piotr Ciąćka, Piotr Fita, Arkadiusz Listkowski, Michał Kijak, Santi Nonell, Daiki Kuzuhara, Hiroko Yamada, Czesław Radzewicz, Jacek Waluk

J. Phys. Chem. B 2015, 119, 2292–2301. DOI: 10.1021/jp506150r

[38] Synthesis, Properties and Crystal Structures of 2,7,12,17-Tetraarylporphycenes

Daiki Kuzuhara, Haruka Nakaoka, Takuya Okabe, Naoki Aratani, Hiroko Yamada

Heterocycles 2014, 90, 1214-1227. DOI: 10.3987/COM-14-S(K)101

[37] Synthesis and electronic properties of acetylene- and butadiyne-linked 3,3'-porphycene dimers

Takuya Okabe, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada

J. Porphyrins Phthalocyanines 2014, 18, 849-855. DOI: org/10.1142/S1088424614500631

[36] A kinetically protected pyrene: molecular design, bright blue emission in the crystalline state and aromaticity relocation in its dicationic species

Akinobu Matsumoto, Mitsuharu Suzuki, Daiki Kuzuhara, Junpei Yuasa, Tsuyoshi Kawai, Naoki Aratani, Hiroko Yamada

Chem. Commun. 2014, 50, 10956-10958. DOI: 10.1039/C4CC03645J

[35] Synthesis and Electrochemical Properties of Porphycene–Diketopyrrolopyrrole Conjugates

Takuya Okabe, Daiki Kuzuhara, Mitsuharu Suzuki, Naoki Aratani, Hiroko Yamada

Org. Lett. 2014, 16, 3508-3511. DOI: 10.1021/ol5014608

[34] Direct comparison of covalently-linked dyad and a 1:1 mixture of tetrabenzoporphyrin and fullerene as organic photovoltaic materials

Yuto Tamura, Hiroyuki Saeki, Junpei Hashizume, Yukinori Okazaki, Daiki Kuzuhara, Mitsuharu Suzuki, Naoki Aratania. Hiroko Yamada

Chem. Commun. 2014, 50, 10379-10381. DOI: 10.1039/C4CC03801K

[33] Amphiphilic Dipolar π-Systems for Complex Stimuli-Responsive Luminescent Materials Designed Using Metastable States

Shiki Yagai, Satoru Okamura, Yujiro Nakano, Mitsuaki Yamauchi, Keiki Kishikawa, Takashi Karatsu, Akihide Kitamura,Akira Ueno, Daiki Kuzuhara, Hiroko Yamada, Tomohiro Seki Hajime Ito

Nat. Chommun. 2014, 5, 4013. DOI:10.1038/ncomms5013

[32] Effect of Crystallinity in Small Molecular Weight Organic Heterojunction Solar Cells

Hiroyuki Saeki, Omi Kurimoto, Haruka Nakaoka, Masahiro Misaki, Daiki Kuzuhara, Hiroko Yamada, Kenji Ishida, Yasukiyo Ueda

J. Mater. Chem. C 2014, 2, 5357-5364. DOI: 10.1039/C4TC00183D

[31] Time-Resolved Fluorescence Spectroscopy Study of Excited State Dynamics of Alkyl- and Benzo-Substituted Triphyrin(2.1.1)

Yusuke Iima, Daiki Kuzuhara, Zhao-Li Xue, Seiji Akimoto, Hiroko Yamada, Keisuke Tominaga

Phys. Chem. Chem. Phys. 2014, 16, 13129-13135. DOI: 10.1039/C4CP00301B

[30] Synthesis and Solid State Structures of a Tetrathiafulvalene-conjugated Bistetracene

Masataka Yamashita, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada

Chem. Eur. J. 2014, 20, 6309-6314. DOI: 10.1002/chem.201304997

[29] Synthesis of opp-Dibenzohexaphyrins(1.1.1.1.1.1) by Retro-Diels-Alder Reaction

Shin-ichiro Ishida, Daiki Kuzuhara, Hiroko Yamada, Atsuhiro Osuka

Asia. J. Org. Chem. 2014, 3, 716-722. DOI: 10.1002/ajoc.201402023

[28] Synthesis and optical reactivity of 6,13-α-diketoprecursors of 2,3,9,10-tetraalkylpentacenes in solution, film and crystals

Shuhei Katsuta, Hiroyuki Saeki, Katsuki Tanaka, Yuki Murai, Daiki Kuzuhara, Masahiro Misaki, Naoki Aratani, Sadahiro Masuo, Yasukiyo Ueda, Hiroko Yamada

J. Mater. Chem. C 2014, 2, 986-993. DOI: 10.1039/C3TC31824A

[27] Yellow NIR dye: π-Fused bisbenzoBODIPYs with electron-withdrawing groups

Mitsunori Nakamura, Manami Kitatsuka, Kohtaro Takahashi, Toshi Nagata, Shigeki Mori, Daiki Kuzuhara, Tetsuo Okujima, Hiroko Yamada, Takahiro Nakae, Hidemitsu Uno

Org. Biomol. Chem. 2014, 12, 1309-1317. DOI: 10.1039/C3OB41996G

[26] New 2,6-Distyryl-Substituted BODIPY Isomers: Synthesis, Photophysical Properties, and Theoretical Calculations

Lizhi Gai, John Mack, Hua Lu, Hiroko Yamada, Daiki Kuzuhara, Guoqiao Lai, Zhifang Li, Zhen Shen

Chem. Eur. J. 2014, 20, 1091-1102. DOI: 10.1002/chem.201303291

[25] Fabrication of Phase-Separated Benzoporphycene/[6,6]-Phenyl-C61-Butyric Acid Methyl Ester Films for Use in Organic Photovoltaic Cells

Hiroyuki Saeki, Masahiro Misaki, Daiki Kuzuhara, Hiroko Yamada, Yasukiyo Ueda

Jan. J. Appl. Phys. 2013, 52, 111601-111606. DOI: org/10.7567/JJAP.52.111601

[24] Synthesis and Properties of Boron Complexes of [14]Triphyrins(2.1.1)

Daiki Kuzuhara, ZhaoLi Xue, Shigeki Mori, Tetsuo Okujima, Hidemitsu Uno, Naoki Aratani, Hiroko Yamada

Chem. Commun. 2013, 49, 8955-8957. DOI: 10.1039/C3CC44788J

[23] A soluble bispentacenequinone precursor for creation of directly 6,6′-linked bispentacenes and a tetracyanobipentacenequinodimethane

Kazuki Tanaka, Naoki Aratani, Daiki Kuzuhara, Sadaaki Sakamoto, Tetsuo Okujima, Noboru Ono, Hidemitsu Uno, Hiroko Yamada

RSC Adv. 2013, 3, 15310-15315. DOI: 10.1039/C3RA41914B

[22] Synthesis and Crystal Structures of 5,15-Bis(triisopropylsilylethynyl)-tetrabenzoporphyrins

Kohtaro Takahashi, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada

J. Photopolym. Sci. Tech. 2013, 26, 213-216. DOI: 10.2494/photopolymer.26.213

[21] η5-Cyclopentadienyliron(II)–[14]Triphyrin(2.1.1) Sandwich Compounds: Synthesis, Characterization and Stable Redox Interconversion

Zhaoli Xue, Daiki Kuzuhara, Shinya Ikeda, Yuka Sakakibara, Kei Ohkubo, Naoki Aratani, Tetsuo Okujima, Hidemitsu Uno, Shunichi Fukuzumi, Hiroko Yamada

Angew. Chem. Int. Ed. 2013, 52, 7306-7309. DOI: 10.1002/anie.201302815

[20] In Situ Preparation of Highly Fluorescent Pyrene-Dyes from Non-luminous Precursors Upon Photoirradiation

Tatsuya Aotake, Hiroshi Tanimoto, Hidekatsu Hotta, Daiki Kuzuhara, Tetsuo Okujima, Hidemitsu Uno, Hiroko Yamada

Chem. Commun. 2013, 49, 3661-3663. DOI: 10.1039/C3CC40827B

[19] Covalent Modular Approach for Dimension-Controlled Self-Organization of Perylene Bisimide Dyes

Xu Lin, Misaki Hirono, Tomohiro Seki, Hiroki Kurata, Takashi Karatsu, Akihide Kitamura, Daiki Kuzuhara, Hiroko Yamada, Tomonori Ohba, Akinori Saeki, Shu Seki, Shiki Yagai

Chem. Eur. J. 2013, 19, 6561-6565. DOI: 10.1002/chem.201300039

[18] Thermal Conversion Behavior and Morphology Control of Benzoporphycene from a Novel Soluble Precursor

Hiroyuki Saeki, Omi Kurimoto, Masahiro Misaki, Daiki Kuzuhara, Hiroko Yamada, Yasukiyo Ueda

Appl. Phys. Express 2013, 6, 035601-3. DOI: 10.7567/APEX.6.035601

[17] Thiatriphyrin(2.1.1): A Core-Modified Contracted Porphyrin

Daiki Kuzuhara, Yuka Sakakibara, Shigeki Mori, Tetsuo Okujima, Hidemitsu Uno, Hiroko Yamada

Angew. Chem. Int. Ed. 2013, 52, 3360-3363. DOI: 10.1002/anie.201209678

[16] Synthesis and Characterization of New Platinum (II) and Platinum (IV) Triphyrin Complexes

Zhaoli Xue, Daiki Kuzuhara, Shinya Ikeda, Tetsuo Okujima, Shigeki Mori, Hidemitsu Uno, Hiroko Yamada

Inorg. Chem. 2013, 52, 1688-1690. DOI: 10.1021/ic302624h

[15] π-Fused bis-BODIPY as a candidate for NIR dyes

Mitsunori Nakamura, Hiroyuki Tahara, Kohtaro Takahashi, Toshi Nagata, Hiroki Uoyama, Daiki Kuzuhara, Shigeki Mori, Tetsuo Okujima, Hiroko Yamada, Hidemitsu Uno

Org. Biomol. Chem. 2012, 10, 6840-6849. DOI: 10.1039/C2OB25930C

[14] Self-Organization of Hydrogen-Bonding Naphthalene Chromophores into J-type Nanorings and H-type Nanorods: Impact of Regloisomerism

Shiki Yagai, Yusaku Goto, Xu Lin, Takashi Karatsu, Akihide Kitamura, Daiki Kuzuhara, Hiroko Yamada, Yoshihiro Kikkawa, Akinori Saeki, Shu Seki

Angew. Chem. Int. Ed. 2012, 51, 6643-6647. DOI: 10.1002/anie.201201436

[13] Synthesis, Structure, and Photochemistry of 5,14-Diketopentacene

Tatsuya Aotake, Shinya Ikeda, Daiki Kuzuhara, Shigeki Mori, Tetsuo Okujima, Hidemitsu Uno, Hiroko Yamada

Eur. J. Org. Chem. 2012, 9, 1723-1729. DOI: 10.1002/ejoc.201101736

[12] Synthesis, structures and properties of benzoporphycenes and naphthoporphycenes

Daiki Kuzuhara, Hiroko Yamada, Shigeki Mori, Tetsuo Okujima, Hidemitsu Uno

J. Porphyrins Phthalocyanines 2011, 15, 930-940. DOI: org/10.1142/S1088424611003823

[11] Photophysical properties of triphyrin(2.1.1) investigated by time-resolved fluorescence measurements

Yusuke Iima, Daiki Kuzuhara, Zhao-Li Xue, Hidemitsu Uno, Seiji Akimoto, Hiroko Yamada, Keisuke Tominaga

Chem. Phys. Lett. 2011, 513, 67-71. DOI:10.1016/j.cplett.2011.07.075

[10] Cyclo[8]isoindoles: Ring-Expanded and Annelated Porphyrinoids

Tetsuo Okujima, Guangnan Jin, Naoki Matsumoto, John Mack, Shigeki Mori, Keishi Ohara, Daiki Kuzuhara, Chie Ando, Noboru Ono, Hiroko Yamada, Hidemitsu Uno, Nagao Kobayashi

Angew. Chem. Int. Ed. 2011, 50, 5699-5703. DOI: 10.1002/anie.201007510

[9] The Synthesis and Properties of Free-Base [14]Triphyrin(2.1.1) Compounds and the Formation of Subporphyrinoid Metal Complexes

Zhao Li Xue, John Mack, Hua Lu, Lei Zhang, Xiao Zeng You, Daiki Kuzuhara, Martin Stillman, Hiroko Yamada, Seigo Yamauchi, Nagao Kobayashi, Zhen Shen

Chem. Eur. J. 2011, 17, 4396-4407. DOI: 10.1002/chem.201003100

[8] The Synthesis and Properties of Free-Base [14]Triphyrin(2.1.1) Compounds and the Formation of Subporphyrinoid Metal Complexes

Daiki Kuzuhara, Hiroko Yamada, Keiko Yano, Tetsuo Okujima, Shigeki Mori, Hidemitsu Uno

Chem. Eur. J. 2011, 17, 3376-3383. DOI: 10.1002/chem.201002788

[7] New Synthesis of meso-free-[14]triphyrin(2.1.1) by McMurry coupling and its derivatization to Mn(I) and Re(I) complexes

Daiki Kuzuhara, Hiroko Yamada, ZhaoLi Xue, Tetsuo Okujima, Shigeki Mori, Zhen Shen, Hidemitsu Uno

Chem. Commun. 2011, 47, 722-724. DOI: 10.1039/C0CC04286B

[6] Vitamin K analogue as a new fluorescence probe for quantitative antioxidant assay

Keishi Ohara, Ryotaro Mitsumori, Mitsuharu Takebe, Daiki Kuzuhara, Hiroko Yamada, Shin-ichi Nagaoka

J. Photochem. Photobiol., A 2010, 215, 52-58. DOI:10.1016/j.jphotochem.2010.07.020

[5] Synthesis, crystal structure, and photodynamics of π-expanded porphyrin-fullerene dyads synthesized by Diels-Alder reaction

Hiroko Yamada, Kei Ohkubo, Daiki Kuzuhara, Tetsuro Takahashi, Atula S. D. Sandanayaka, Tetsuo Okujima, Keishi Ohara, Osamu Ito, Hidemitsu Uno, Noboru Ono, Shunichi Fukuzumi

J. Phys. Chem. A 2010, 114, 14717-14728. DOI: 10.1021/jp102966x

[4] Synthesis and photochemical properties of α-diketoporphyrins as precursors for π-expanded porphyrins

Hiroko Yamada, Daiki Kuzuhara, Kei Ohkubo, Tetsuro Takahashi, Tetsuo Okujima, Hidemitsu Uno, Noboru Ono and Shunichi Fukuzumi

J. Mater. Chem. 2010, 20, 3011-3024. DOI: 10.1039/B923220F

[3] Synthesis, structures, and optical and electrochemical properties of benzoporphycenes

Daiki Kuzuhara, John Mack, Hiroko Yamada, Tetsuo Okujima, Noboru Ono, Nagao Kobayashi

Chem. Eur. J. 2009, 15, 10060-10069. DOI: 10.1002/chem.200900755

[2] A facile one pot synthesis of meso-aryl-substituted [14]triphyrin(2.1.1)

Zhao-Li Xue, Zhen Shen, John Mack, Daiki Kuzuhara, Hiroko Yamada, Tetsuo Okujima, Noboru Ono, Xiao-Zeng You, Nagao Kobayashi

J. Am. Chem. Soc. 2008, 130, 16478-16479. DOI: 10.1021/ja8068769

[1] Synthesis and characterization of tetraanthroporphyrins

Hiroko Yamada, Daiki Kuzuhara, Tetsuro Takahashi, Yusuke Shimizu, Keisuke Uota, Tetsuo Okujima, Hidemitsu Uno, Noboru Ono

Org. Lett. 2008, 10, 2947-2950. DOI: 10.1021/ol8008842

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