メンバー

教員

中　寛史

大学院生

坂野　友美

小林　健祐

奈良岡　あすか

学部生

田村　知世

研究生

黄　薏文

Alumni

王　呂鳴

森岡　優菜

岡部　弘幸

神田　智哉

永田　良子

岩月　俊樹

Kellie Binder

五十川　貴裕

柴田　将宣

森　　清貴

Alan K. Kimura

松岡　亜季

M. Dahlkamp

岩田　眞輔

西村　拓歩

V. N. Tsarev

J. Caner

Z. Liu

牛丸　理一郎

鈴木　和彦

一色　絵利香
立浪　忠志

助教

Hiroshi Naka

email: h_naka@nagoya-u.jp
tel/fax: 052-789-5411

経歴 (PDF)

2016-

2017-

2017-

2018-

2018-

018

2018 PhD    中国金融企業

2018 MSc　理化学研究所　研究員

2018 MSc　素材系企業

2018 MSc　東京大学大学院生

2018 MSc　石油系企業

2017 MSc　化学系企業

2016　英国王立科学協会交換留学生

　　　 日本学術振興会サマープログラム交換学生

2016 MSc　化学系企業

2016 MSc　化学系企業

2016 MSc　化学系企業

2015 BSc　ノースカロライナ大学大学院生

2015 PhD, 伊丹ERATO 研究推進主任

2014 Visitor, Muenster University

2014 MSc　化学系企業

2014 MSc　化学系企業

2014 日本学術振興会外国人特別研究員

2014 東京工業大学 研究員(岩澤研究室)

2013 RCMS 研究員

2013 MSc　テキサス大学大学院生

2012 MSc　化学系企業

2011 BSc　北海道大学大学院生

2010 MSc　化学系企業

研究概要

単純物質や光を用いた有機合成のための触媒開発

　有機化合物は医薬品や機能性分子，プラスチックなどの有用物質の生産に必要不可欠です．私達は水やメタノール，水素，二酸化炭素など，入手容易な小分子の変換を通して有機化合物を効率よく合成する方法の開発を目指しています．具体的には有機化学と触媒化学に基づき新しい触媒プロセスをデザインすることを中心に，下記の研究課題に取り組んでいます．

（１）小分子，特に水の効率的変換を可能にする触媒の設計と応用

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References

Hydration of Terminal Alkynes. J. Am. Chem. Soc. 135, 50−53 (2013). [PDF] [blog]

Hydroalkoxylation of Alkynes. Chem. Pharm. Bull. 65, 1000–1003 (2017).[Free PDF]

Hydration of Nitriles to Amides. RSC Adv. 5, 12152–12160 (2015). [Free PDF] [blog]

Hydrogenation of Arenes. Catal. Sci. Technol. 6, 5801–5805 (2016).[Free PDF] [blog]

Conformational Effect in Asymmetric Hydrogenation. Chem. Asian J. 10, 112–115 (2015). [Free PDF] [blog]

Converting Carbon Dioxide. Chem. Lett., 42, 146–147 (2013). [PDF] [blog]

（２）光，特に半導体光触媒の特徴を利用した触媒反応開発

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References

Self-Condensation of Primary Amines. Org. Lett., Article ASAP (2018). [PDF]

Photocatalytic N-Methylation of Amines. ACS Sustainable Chem. Eng. in press (2018). [PDF]

N-Alkylation of Functionalized Amines. Sci. Rep. 8, 6931. (2018). [Free PDF] [Blog]

Dehydrogenation of Aliphatic Alcohols. Chem. Lett. 46, 580–582 (2017). [Free PDF] [blog]

（３）ジチオカーバメート錯体を中心とした生体防御機能の解明に資する分子群の創出

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References

Inhibitor of Tissue Plasminogen Activator Synthesis. J. Toxicol. Sci. 42, 553–558 (2017).

Synthesis of Triarylantimony Difluorides and Their Antitumor Activity. J. Fluorine Chem. 199, 1–6 (2017).

Activator of Nrf2. J. Bio. Inorg. Chem. 21, 263–273 (2016). [Free PDF] [blog]

Induction of Metallothionein Isoforms. J. Toxicol. Sci. 41, 225–232 (2016). [Free PDF]

過去の研究：酸–塩基複合型試薬の設計と機能

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​論文リスト (PDF)

2018

Pd/TiO2-Photocatalyzed Self-Condensation of Primary Amines to Afford Secondary Amines at Ambient Temperature

Lyu-Ming Wang, Kensuke Kobayashi, Mitsuhiro Arisawa, *Susumu Saito, and *Hiroshi Naka
Org. Lett., Article ASAP (2018). (DOI: 10.1021/acs.orglett.8b03271) [PDF]

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Pd-Catalyzed β-Selective C–H Arylation of Thiophenes with Triarylantimony Difluorides

Yuki Kitamura, Yuki Murata, Ayaka Oguri, Mio Matsumura, Naoki Kakusawa, *Hiroshi Naka, and *Shuji Yasuike

Asian J. Org. Chem. in press (2018). (DOI: 10.1002/ajoc.201800654) [PDF]

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Photocatalytic N-Methylation of Amines over Pd/TiO2 for the Functionalization of Heterocycles and Pharmaceutical Intermediates

Lyu-Ming Wang, Kellie Jenkinson, Andrew E. H. Wheatley, Keiko Kuwata, Susumu Saito, and *Hiroshi Naka

ACS Sustainable Chem. Eng. in press (2018). (DOI: 10.1021/acssuschemeng.8b03855) [PDF][解説]

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Copper(II) Bis(Diethyldithiocarbamate) Induces the Expression of Syndecan-4, a Transmembrane Heparan Sulfate Proteoglycan, via P38 MAPK Activation in Vascular Endothelial Cells

Takato Hara, Hiroko Tatsuishi, Tomomi Banno, Tomoya Fujie, Chika Yamamoto, Hiroshi Naka, and *Toshiyuki Kaji

Int. J. Mol. Sci. 19, 3302 (2018). (DOI: 10.3390/ijms19113302)

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N-Alkylation of Functionalized Amines with Alcohols Using a Copper-Gold Mixed Photocatalytic System

Lyu-Ming Wang, Yuna Morioka, Kellie Jenkinson, *Andrew E. H. Wheatley, *Susumu Saito, and *Hiroshi Naka

Sci. Rep. 8, 6931. (2018). (DOI: 10.1038/s41598-018-25293-z) [Free PDF] [解説]

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Photocatalytic Hydrogenolysis of Allylic Alcohols for Rapid Access to Platform Chemicals and Fine Chemicals

Yuki Takada, Joaquim Caner, Hiroshi Naka, and *Susumu Saito

Pure Appl. Chem. 90, 167–174 (2018). (doi: https://doi.org/10.1515/pac-2017-0501) (invited conference paper)

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2017

A Fluorinated Cobalt(III) Porphyrin Complex for Hydroalkoxylation of Alkynes

Richiro Ushimaru, Takuho Nishimura, Toshiki Iwatsuki, and *Hiroshi Naka

Chem. Pharm. Bull. 65, 1000–1003 (2017).[Free PDF]

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Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol

Yuki Takada, Joaquim Caner, Kaliyamoorthy Selvam, Hiroshi Naka, and *Susumu Saito

Chem. Eur. J. 23, 18025–18032 (2017). (DOI: 10.1002/chem.201704099)

Copper Diethyldithiocarbamate as an Inhibitor of Tissue Plasminogen Activator Synthesis in Cultured Human Coronary Endothelial Cells

Tomoya Fujie, Shiori Okino, Eiko Yoshida, Chika Yamamoto, *Hiroshi Naka, and *Toshiyuki Kaji

J. Toxicol. Sci. 42, 553–558 (2017) (doi: 10.2131/jts.42.553).

A Versatile Synthesis of Triarylantimony Difluorides by Fluorination of Triarylstibanes with Nitrosyl Tetrafluoroborate and Their Antitumor Activity

Yuki Kitamura, Mio Matsumura, Yuki Murata, Mizuki Yamada, Naoki Kakusawa, Motohiro Tanaka, Hiroyuki Okabe, *Hiroshi Naka, *Tohru Obata, and *Shuji Yasuike

J. Fluorine Chem. 199, 1–6 (2017). (doi: http://doi.org/10.1016/j.jfluchem.2017.04.004)

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Dehydrogenation of Primary Aliphatic Alcohols by Au/TiO2 Photocatalysts

Masaki Shibata, Ryoko Nagata, Susumu Saito, and *Hiroshi Naka

Chem. Lett. 46, 580–582 (2017). (doi: 10.1246/cl.161195) [◀︎ Open Access] [Free PDF] [解説]

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2016

Selective Hydrogenation of Arenes to Cyclohexanes in Water Catalyzed by Chitin-Supported Ruthenium Nanoparticles

Yuna Morioka, Aki Matsuoka, Kellie Binder, Benjamin R. Knappett, *Andrew E. H. Wheatley, and *Hiroshi Naka
Catal. Sci. Technol. 6, 5801–5805 (2016) (doi: 10.1039/C6CY00899B).[Free PDF] [解説]

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Copper Diethyldithiocarbamate as an Activator of Nrf2 in Cultured Vascular Endothelial Cells

Tomoya Fujie, Masaki Murakami, Eiko Yoshida, Tadashi Tachinami, Yasuhiro Shinkai, Yasuyuki Fujiwara, Chika Yamamoto, Yoshito Kumagai, *Hiroshi Naka, and *Toshiyuki Kaji

J. Bio. Inorg. Chem. 21, 263–273 (2016). (doi: :10.​1007/​s00775-016-1337-z) [Free PDF] [解説]

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Induction of Metallothionein Isoforms by Copper Diethyldithiocarbamate in Cultured Vascular Endothelial Cells

Tomoya  Fujie, Yukino  Segawa, Tomoki  Kimura, Yasuyuki  Fujiwara, Chika  Yamamoto, Masahiko  Satoh, *Hiroshi Naka, and *Toshiyuki Kaji

J. Toxicol. Sci. 41, 225–232 (2016). (doi: 10.2131/jts.41.225) [◀︎ Open Access] [Free PDF]

Zinc Diethyldithiocarbamate as an Inducer of Metallothionein in Cultured Vascular Endothelial Cells

Tomoya Fujie, Yukino Segawa, Akane Uehara, Takehiro Nakamura, Tomoki Kimura, Eiko Yoshida, Chika Yamamoto, Masanobu Uchiyama, *Hiroshi Naka, and *Toshiyuki Kaji

J. Toxicol. Sci. 41, 217–224 (2016). (doi: 10.2131/jts.41.217) [◀︎ Open Access] [Free PDF]

2015

N-Methylation of Amines with Methanol at Room Temperature

Vasily N. Tsarev, Yuna Morioka, Joaquim Caner, Qing Wang, Richiro Ushimaru, Akihiko Kudo, Hiroshi Naka, and Susumu Saito

Org. Lett. 17, 2530–2533 (2015). (doi: 10.1021/acs.orglett.5b01063)[解説]

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Hydration of Nitriles to Amides by a Chitin- supported Ruthenium Catalyst

Aki Matsuoka, Takahiro Isogawa, Yuna Morioka, Benjamin R. Knappett, Andrew E. H. Wheatley, Susumu Saito, and Hiroshi Naka

RSC Adv. 5, 12152–12160 (2015). (doi:10.1039/C4RA15682J) [◀︎ Open Access] [Free PDF] [解説]

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Why p-Cymene? Conformational Effect in Asymmetric Hydrogenation of Aromatic Ketones with a η6-Arene/Ruthenium(II) Catalyst

Aki Matsuoka, Christian A. Sandoval, Masanobu Uchiyama, Ryoji Noyori, and Hiroshi Naka

Chem. Asian J. 10, 112–115 (2015). (doi: 10.1002/asia.201402979 ) [Free PDF] [解説]

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2014

Synthesis of Propylene from Renewable Allyl Alcohol by Photocatalytic Transfer Hydrogenolysis

Joaquim Caner, Zijun Liu, Yuki Takada, Akihiko Kudo, Hiroshi Naka, and Susumu Saito

Catal. Sci. Technol. 4, 4093–4098 (2014). (doi: 10.1039/C4CY00329B)[解説]

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Activation of Cellular Defense Mechanism by Organic-Inorganic Hybrid Molecules

Tomoya Fujie, Hiroshi Naka, Chika Yamamoto, Yasuhiro Shinkai, Yoshito Kumagai, and Toshiyuki Kaji

Yakugaku Zasshi 134, 813−815 (2014). (doi: 10.1248/yakushi.14-00017-8) [Free PDF]

2013

Hydration of Terminal Alkynes Catalyzed by Water-Soluble Cobalt Porphyrin Complexes

Tadashi Tachinami, Takuho Nishimura, Richiro Ushimaru, Ryoji Noyori, and Hiroshi Naka 
J. Am. Chem. Soc. 135, 50−53 (2013). (doi: 10.1021/ja310282t) [解説]

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Redox-Selective Generation of Aldehydes and H2 from Alcohols under Visible Light

Zijun Liu, Joaquim Caner, Akihiko Kudo, Hiroshi Naka, and Susumu Saito

Chem. Eur. J. 19, 9452–9456 (2013). (doi: 10.1002/chem.201301347) Highlighted in Synfacts [解説]

Acetals of N,N-Dimethylformamides: Ambiphilic Behavior in Converting Carbon Dioxide to Dialkyl Carbonates

Yuki Takada, Aki Matsuoka, Ya Du, Hiroshi Naka, and Susumu Saito

Chem. Lett., 42, 146–147 (2013). (doi: 10.1246/cl.2013.146) [解説]

​論文リスト (PDF)