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Catalysis for Synthetic Chemistry
Our primary aim of current research is to identify and solve problems related to organic/organometallic chemistry and catalysis. One of our major missions is to establish new trends and high-standard academic basis in chemical synthesis by exploring new science in catalytic strategies. In particular, we have recently been focusing on the development of new, straightforward catalytic methods that convert simple substances such as water, hydrogen, carbon dioxide, and methanol, into valuable materials. Several goals have been partly achieved either with (1) thermal homogeneous/heterogeneous catalysis or (2) heterogeneous photocatalysis. Each project is initiated by identifying the potential scientific basis requested for academia and industry in the next generation.
! Dr.Naka moved to Kyoto University as of Oct. 1st, 2020.
This page will be moved to a new page at Kyoto ( http://orgchem.pharm.kyoto-u.ac.jp/en/ ).
Contact
Dr. Hiroshi NAKA
Assistant Professor
Research Center for Materials Science, Nagoya University
Chikusa, Nagoya 464-8602 Japan
h_naka@nagoya-u.jp
http://noy.chem.nagoya-u.ac.jp/H_Naka-E/
Access
Our lab is located at the 5th floor of the Noyori Materials Science Laboratory (NMSL).
Access to the NMSL builidng can be found here.
Acknowledgements to Our Supporters
MEXT and JSPS
Nagoya University
Iwatani Foundation
Toyota Riken
JGC Scholarship Foundation
TOBE MAKI Scholarship Foundation
The Royal Society, UK
Ichihara International Scholarship Foundation
Noyori Forum
Yoshida Foundation for Science and Technology
Nagoya University Science Foundation
Recent Publications
Int. J. Mol. Sci. 21, 6053 (2020). (DOI:10.3390/ijms21176053)[PDF]
Ag(I)/TiO2-Photocatalyzed N-Methylation of Amino Acids with Methanol
Yuna Morioka, Ivven Huang, *Susumu Saito, and *Hiroshi Naka
ChemRxiv. Preprint (2020). (DOI: 10.26434/chemrxiv.12588266.v1)
Recent Advances in Transfer Hydration of Nitriles with Amides or Aldoximes
*Hiroshi Naka and Asuka Naraoka
Tetrahedron Lett. 61, 151557 (2020). (Digest Paper) (DOI: 10.1016/j.tetlet.2019.151557) [PDF]
Transfer Hydration of Dinitriles to Dicarboxamides
Asuka Naraoka and *Hiroshi Naka
Synlett 30, 1977–1980 (2019). (DOI: 10.1055/s-0039-1690026)
(Invited Cluster 'Metathesis beyond Olefins') [PDF]
Acceptor-Controlled Transfer Dehydration of Amides to Nitriles
Hiroyuki Okabe, Asuka Naraoka, Takahiro Isogawa, Shunsuke Oishi, and *Hiroshi Naka
Org. Lett. 21, 4767–4770 (2019). (DOI: 10.1021/acs.orglett.9b01657) [PDF]
Catalytic Transfer Hydration of Cyanohydrins to alpha-Hydroxyamides
Tomoya Kanda, Asuka Naraoka, and *Hiroshi Naka
J. Am. Chem. Soc. 141, 825−830 (2019). (DOI: 10.1021/jacs.8b12877) [PDF]
[Most Read Articles in Jan 2019]
(highlighted at Org. Process Res. Dev. 2019, 2, 114–121)
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. 8, 138−143 (2019).(DOI: 10.1002/ajoc.201800654) [PDF]
Lyu-Ming Wang, Kensuke Kobayashi, Mitsuhiro Arisawa, *Susumu Saito, and *Hiroshi Naka
Org. Lett., 21, 341–344 (2019). (DOI: 10.1021/acs.orglett.8b03271) [PDF]
(highlighted in front cover) (highlighted in Synfacts)
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. 6, 15419–15424 (2018). (DOI: 10.1021/acssuschemeng.8b03855) [PDF]
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)
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]
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)
A Fluorinated Cobalt(III) Porphyrin Complex for Hydroalkoxylation of Alkynes
Richiro Ushimaru, Takuho Nishimura, Toshiki Iwatsuki, *Hiroshi Naka
Chem. Pharm. Bull. 65, 1000–1003 (2017).[PDF]
Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol
Yuki Takada, Joaquim Caner, Kaliyamoorthy Selvam, Hiroshi Naka, *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)
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]
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).[◀︎ Open Access] [Free PDF]
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) [◀︎ Open Access] [Free PDF]
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]
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)
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]
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 ) [◀︎ Open Access] [Free PDF]
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)
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]
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)
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
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)
Transfer Hydration Catalysis
Nature utilizes both enzymes and coenzymes for achieving highly efficient chemical synthesis. Inspired by such natural systems, we aim to realize synthetically challenging molecular transformations by developing transfer catalysis where both catalysts (enzyme analogs) and reagent donors/acceptors (coenzyme analogs) are well designed. With the importance of hydration chemistry in mind, we have recently developed transfer hydration reaction of thermally unstable nitriles with amides (water donors). Naturally, the reverse reaction (transfer dehydration of amides) is also possible.
References
Review: Tetrahedron Lett. 61, 151557 (2020). (Digest Paper) (DOI: 10.1016/j.tetlet.2019.151557) [PDF]
Transfer Hydration of Nitriles. J. Am. Chem. Soc. 141, 825–830 (2019). [PDF]
Transfer Dehydration of Amides. Org. Lett. 21, 4767–4770 (2019). [PDF]
Transfer Hydration of Dinitriles to Dicarboxamides. Synlett, 30, 1977–1980 (2019). [PDF]
Robust Catalysis for Conversion of Simple Molecules
Facile chemical synthesis using simple molecules, such as water, hydrogen, carbon dioxide, and methanol, as reagents for the sustainable production of valuable chemicals is a long-standing challenge. To address this issue, we have developed a highly chemoselective cobalt(III) porphyrin catalyst for hydration and hydromethoxylation of functionalized alkynes; robust ruthenium nanoparticles on chitin for nitrile hydration and arene hydrogenation; CO2 fixation assisted by theory-based design of alcohol surrogates. We have also conducted spectroscopic, electrochemical and theoretical (DFT/GRRM) studies on ruthenium-catalyzed asymmetric hydrogenation.
References
Hydration of Terminal Alkynes. J. Am. Chem. Soc. 135, 50−53 (2013).
Hydroalkoxylation of Alkynes. Chem. Pharm. Bull. 65, 1000–1003 (2017).[PDF]
Hydration of Nitriles to Amides. RSC Adv. 5, 12152–12160 (2015).
Hydrogenation of Arenes. Catal. Sci. Technol. 6, 5801–5805 (2016).[Free PDF]
Conformational Effect in Asymmetric Hydrogenation. Chem. Asian J. 10, 112–115 (2015). [Free PDF]
Converting Carbon Dioxide. Chem. Lett., 42, 146–147 (2013).
Heterogeneous Photocatalysis for Selective Synthesis
We found that photocatalytic conversion of alcohols on metal-loaded metal oxide photocatalysts is the key to various sustainable reactions, such as acceptorless dehydrogenation of alcohols, transfer hydrogenolysis of allyl alcohols, and N-alkylation of amines with alcohols. These methods allowed the use of alcohols as alkylating/reducing reagents at room temperature for the synthesis of highly functionalized molecules including pharmaceuticals.
References
Methylation of Amino Acids ChemRxiv. Preprint (2020). (DOI: 10.26434/chemrxiv.12588266.v1)
Self-Condensation of Primary Amines. Org. Lett., Article ASAP (2019). [PDF] [highlighted in chemistry views]
ACS Sustainable Chem. Eng. 6, 15419–15424 (2018). (DOI: 10.1021/acssuschemeng.8b03855) [PDF]
N-Alkylation of Functionalized Amines. Sci. Rep. 8, 6931. (2018). [Free PDF]
Dehydrogenation of Aliphatic Alcohols. Chem. Lett. 46, 580–582 (2017). [Free PDF]
Bioorganometallics: Metal Complexes for
Advanced Toxicological Research
New interdisciplinary fields are often fruitful, and in particular, we are currently focusing on the biological activity of new organometallic complexes in collaboration with toxicologists. Numerous biological phenomena are controlled by metal ions, which are recognized by various classes of receptors. We found that structurally well-defined copper(II) complexes selectively activate self-defense systems (e.g. activation of Nrf2, induction of metallothionein) without displaying marked toxicity. This showed that organometallic complexes can be useful chemical tools in toxicological research.
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]
Induction of Metallothionein Isoforms. J. Toxicol. Sci. 41, 225–232 (2016). [Free PDF]
Past Research: The chemistry of Acid-base Hybrid Reagents
We have worked on hybrid reagents composed of main-group organo-element compounds for enabling highly chemoselective transformations. Representative achievements include the first general reagent for direct alumination at C–H bonds of aromatic compounds; elucidation of the origin of chemoselectivity in zinc- or aluminum-mediated deprotonative transformations by spectroscopic and theoretical methods; development of an aluminating reagent for aliphatic compounds; design of thermally stable phosphazides and phosphazenes for catalytic activation of organometallic species.
Current Members
Hiroshi Naka
Former Members
2020
2019
2018
2017
2016
2015
2014
2013
2012
2011
2010
Next Positions of Former Members
Academia
Industry
Grad Schools
Assistant Professor, PI
h_naka@nagoya-u.jp
tel/fax +81-52-789-5411
MSc candidate 2018-
MSc candidate, preGTR Program RA 2018-
MSc candidate 2019-
MSc candidate 2019-
Asuka Naraoka, MSc MEXT Diversity Program RA
Taimeng Liang, Visiting Student
Tomomi Banno, MSc
Kensuke Kobayashi, MSc
Lyu-Ming Wang, PhD
Yuna Morioka, MSc
Hiroyuki Okabe, MSc
Ryoko Nagata, MSc
Tomoya Kanda, MSc
Toshiki Iwatsuki, MSc
Takahiro Isogawa, MSc JSR Scholarship Student
Masaki Shibata, MSc
Kiyotaka Mori, MSc
Kelli Binder, Royal Society Exchange Student & JSPS Summer Prog. Ex. Student
Alan K. Kimura, G30 Program Student
Aki Matsuoka, PhD, JSPS Fellow (DC2), Soloptimist Scholarship Student
Shinsuke Iwata, MSc
Takuho Nishimura, MSc
Vasily N. Tsarev, JSPS Postdoc, GCOE Postdoc
Joaquim Caner, Researcher at Titech (Iwasawa G)
Matthias Dahlkamp, MSc, Visitor from Muenster University
Zijun Liu, RCMS Postdoc
Richiro Ushimaru, MSc
Kazuhiko Suzuki, MSc
Erika Isshiki, BSc
Tachinami Tadashi, MSc
Richiro Ushimaru, Assistant Professor (the University of Tokyo)
Aki Matsuoka, Designated Assitant Professor (Nagoya University)
Yuna Morioka, RIKEN Research Associate
RCEES, Chinese Academy of Sciences
Kurarey
Shibuya Industry
Mitsubishi Motors
Showa-Shell
Bridgestone
Toray
Kao Chem
JSR
Asahi Kasei Chem
Ecolab
NGK
Tokaikogyo
Mitsuboshi Car Industry
Ueno Canon Materials
Texas Austin (USA)
North Calolina (USA)
The University of Tokyo
Hokkaido University -> Toua-gousei Industry
Int. J. Mol. Sci. 21, 6053 (2020). (DOI:10.3390/ijms21176053)[PDF]
Ag(I)/TiO2-Photocatalyzed N-Methylation of Amino Acids with Methanol
Yuna Morioka, Ivven Huang, *Susumu Saito, and *Hiroshi Naka
ChemRxiv. Preprint (2020). (DOI: 10.26434/chemrxiv.12588266.v1)
Recent Advances in Transfer Hydration of Nitriles with Amides or Aldoximes
*Hiroshi Naka and Asuka Naraoka
Tetrahedron Lett. 61, 151557 (2020). (Digest Paper) (DOI: 10.1016/j.tetlet.2019.151557) [PDF] [Free repository]
Transfer Hydration of Dinitriles to Dicarboxamides
Asuka Naraoka and *Hiroshi Naka
Synlett 30, 1977–1980 (2019). (DOI: 10.1055/s-0039-1690026)
(Invited Cluster 'Metathesis beyond Olefins') [PDF] [Free repository]
Acceptor-Controlled Transfer Dehydration of Amides to Nitriles
Hiroyuki Okabe, Asuka Naraoka, Takahiro Isogawa, Shunsuke Oishi, and *Hiroshi Naka
Org. Lett. 21, 4767–4770 (2019). (DOI: 10.1021/acs.orglett.9b01657) [PDF] [Free repository]
Catalytic Transfer Hydration of Cyanohydrins to alpha-Hydroxyamides
Tomoya Kanda, Asuka Naraoka, and *Hiroshi Naka
J. Am. Chem. Soc. 141, 825−830 (2019). (DOI: 10.1021/jacs.8b12877) [PDF][Free repository]
[Most Read Articles in Jan 2019]
(highlighted at Org. Process Res. Dev. 2019, 2, 114–121)
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. 8, 138−143 (2019).(DOI: 10.1002/ajoc.201800654) [PDF]
Lyu-Ming Wang, Kensuke Kobayashi, Mitsuhiro Arisawa, *Susumu Saito, and *Hiroshi Naka
Org. Lett., 21, 341–344 (2019). (DOI: 10.1021/acs.orglett.8b03271) [PDF]
(highlighted in front cover) (highlighted in Synfacts)
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. 6, 15419–15424 (2018). (DOI: 10.1021/acssuschemeng.8b03855) [PDF]
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)
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]
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)
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).[PDF]
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)
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]
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).[◀︎ Open Access] [Free PDF]
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)
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]
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)
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]
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 ) [◀︎ Open Access] [Free PDF]
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)
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]
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)
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
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