Development and application of computational methods toward controlling the active site of bio-catalysts

• Project Area: Precise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions
• Project/Area Number: 15H05805
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Hokkaido University
• Principal Investigator: 長谷川 淳也 北海道大学, 触媒科学研究所, 教授 (30322168)
• Project Period (FY): 2015-06-29 – 2020-03-31
• Project Status: Granted (Fiscal Year 2019)
• Budget Amount: ¥43,160,000 (Direct Cost: ¥33,200,000、Indirect Cost: ¥9,960,000); Fiscal Year 2019: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2018: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2017: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2016: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000); Fiscal Year 2015: ¥6,240,000 (Direct Cost: ¥4,800,000、Indirect Cost: ¥1,440,000)
• Keywords: 複雑分子系 / 触媒メカニズム / 電子状態 / ポテンシャル面 / 電子構造 / 系間交差 / 二酸化炭素固定

Outline of Annual Research Achievements

１．ロジウム触媒によるオレフィンとケトンのヒドロシリル化反応経路：　オレフィンやケトンのヒドロシリル化反応ついて、ロジウム触媒を用いた場合の反応経路の研究を行った。基質として、エチレンとアセトンのヒドロシリル化について、DFT法による計算を行い、これまで提唱されてきた機構に加え、新たな反応経路として、alternative Chalk-Harrod機構とdouble hydride(DH)機構を見出し、従来提唱されてきた機構との関連性について研究を行った。特に、DH機構においてロジウム上にある複数のヒドリドの効果によって、活性化エネルギーが低下するメカニズムがあることを見出した。
２．らせん高分子反応場による不斉ヒドロシリル化反応に関する研究：　キノキサリンからなる不斉らせん高分子触媒反応場が高いエナンチオ選択性を示すことを、杉野目グループが明らかにしている。我々は、この反応場におけるPd錯体のヒドロシリル化反応を例に、エナンチオ選択性の起源に関する研究を行った。その結果、触媒活性中心であるPd錯体について、トリフェニルホスフィン配位子と結合したキノキサリンユニットとの相互作用がエナンチオ選択性の原因であることを示す結果を得た。
３．再生されたルイス対による水素分子の活性化機構に関する研究：　生越グループでは、NHCとホウ素化合物からなる化合物において、C-B結合を活性化することでfrustrated Lewis pair(FLP) が得られ、水素分子を活性化できることを見出した。我々は、DFT計算を行い、FLP生成と水素分子活性化に至るメカニズムを解析し、隣接するリン酸基の回転などを経て、段階的にFLPが生成する経路を得た。FLP生成が律速段階であり、一旦水素分子がFLPの酸―塩基対に隣接すると、わずかな活性化エネルギーによって、H-H結合が切断されるという結果を得た。

Current Status of Research Progress

2: Research has progressed on the whole more than it was originally planned.

Reason

研究目標として、生体触媒やそれに類する反応場における触媒機構の解析を通し、精密制御反応場の構築に寄与することを目標に掲げている。多くの酵素においては鉄イオンが活性中心となっている。異なるスピン状態がエネルギー的に近接するため系間交差を経る反応経路を研究する必要があるが、特に系間交差点が遷移状態になる系では本質的な問題である。また、タンパク質反応場などにおいては、官能基の立体配置やその柔軟性をも考慮した構造－機能相関を明らかに する必要がある。本研究では、これらの要請を満たすことのできる理論計算手法を開発・応用する。また、当該新領域研究における研究グループと共同研究を行う。未解明な反応メカニズムを明らかにし、触媒設計の指針を提案することで、精密反応場制御の新領域開拓に貢献することを目指している。
昨年度は、系間交差を経る反応経路を研究する手法を、大阪大学・林グループの再構成ミオグロビンの触媒反応に応用し、QM/MM法を用いてタンパク質の効果を考慮した反応経路を計算した。その結果、タンパク質とヘムの相互により系間交差点の構造に若干の変化はあるものの、ヘム錯体のみで計算して得られた結果と同様の結論が得られた。今年度は、タンパク質の構造ゆらぎの効果を考慮した自由エネルギー計算によって、反応経路を研究する予定である。
また、領域内研究者との共同研究については、東京大学・砂田グループ、京都大学・杉野目グループ、大阪大学・生越グループとの共同研究について、成果を纏めているところである。以上のことから、平成30年度は、ほぼ目標を達成できたと考えている。

Strategy for Future Research Activity

○系間交差反応系の遷移状態探索と触媒設計 　鉄錯体においては、複数のスピン状態がエネルギー的に近接しているため、その触媒反応の素過程には、系間交差がしばしば起きると考えられる。このような反応過程では、系間交差シーム上のエネルギー極小点MEISCPが遷移状態となることが多く、極めて基本的な構造特異点である。今年度は、大阪大学・林グループが開発した再構成ミオグロビンについて、タンパク質反応場の効果を導入し、さらに熱ゆらぎの効果を考慮した計算を行い、周辺環境が反応に及ぼす効果について研究を行う。
〇二酸化炭素とエポキシドの共重合に関する反応機構：A01班の野崎グループとA03班の依馬グループとの共同研究であり、Alポルフィリン触媒が共重合反応に極めて有効であることが見出されている。この実験結果のメカニズムを明らかにするための理論化学計算を行う。
〇金クラスターにおける脱水素化反応の機構解析：A01班の水野グループにおいて、金クラスターや金・パラジウム合金クラスターにおいて、触媒的に脱水素化が起きることが示された。今年度も引き続き研究を進め、クラスターの電荷状態に関連性、直接／間接C-H活性化メカニズムに関する理論計算を行い、反応機構を電 子論的に明らかにする。
〇パラジウムクラスターにおける芳香族化合物のC-H結合活性化機構：昨年度に引き続き、A04班の有澤グループとの共同研究により、パラジウムクラスターにおけるC-H結合の活性化できる性質とクラスターの酸化状態の関連性について明らかにする。
〇Ru触媒による不斉アリル化反応機構：昨年度に引き続き、名古屋大学北村グループによる同反応について、π-σ-π異性化を経る反応経路のポテンシャル面を明らかにし、同反応の不斉選択性のメカニズムについて明らかにする。

Research Products

• [Int'l Joint Research] Boreskov Institute for Catalysis(ロシア)
• [Journal Article] Constraint Structure Optimization to a Specific Minimum Using Ionization Energy (2019)
  • Author(s): I. Harada, A. Nakayama, J. Hasegawa
  • Journal Title: J. Comput. Chem. Volume: 40 Pages: 507-514
  • DOI: 10.1002/jcc.25738
  • Peer Reviewed
• [Journal Article] First-Order Interacting Space Approach to Excited-State Molecular Interaction: Solvatochromic Shift of p-Coumaric Acid and Retinal Schiff Base (2018)
  • Author(s): K. Yanai, K. Ishimura, A. Nakayama, J. Hasegawa
  • Journal Title: Journal of Chemical Theory and Computation Volume: 14 Pages: 3643-3655
  • DOI: 10.1021/acs.jctc.7b01089
  • Peer Reviewed
• [Journal Article] CuCl/TMEDA/nor-AZADO-catalyzed aerobic oxidative acylation of amides with alcohols to produce imides (2018)
  • Author(s): Kataoka Kengo、Wachi Keiju、Jin Xiongjie、Suzuki Kosuke、Sasano Yusuke、Iwabuchi Yoshiharu、Hasegawa Jun-ya、Mizuno Noritaka、Yamaguchi Kazuya
  • Journal Title: Chem. Sci. Volume: 9 Pages: 4756-4768
  • DOI: 10.1039/c8sc01410h
  • Peer Reviewed / Open Access
• [Journal Article] Quaternary Alkyl Ammonium Salt-Catalyzed Transformation of Glycidol to Glycidyl Esters by Transesterification of Methyl Esters (2018)
  • Author(s): 田中 真司, 中島 拓哉, 前田敏江, Ratanasak Manussada, 長谷川淳也, 今 喜裕, 田村 正則, 佐藤 一彦
  • Journal Title: ACS Catal. Volume: 8 Pages: 1097-1103
  • DOI: 10.1021/acscatal.7b03303
  • Peer Reviewed
• [Journal Article] Transition States of Spin-State Crossing Reactions from Organometallics to Biomolecular Excited States (2018)
  • Author(s): N. Nakatani, A. Nakayama, and J. Hasegawa
  • Journal Title: Frontiers of Quantum Chemistry Volume: - Pages: 289-314
  • Peer Reviewed
• [Journal Article] Catalytic Cyclopropanation by Myoglobin Reconstituted with Iron Porphycene: Acceleration of Catalysis due to Rapid Formation of the Carbene Species (2017)
  • Author(s): K. Oohora, H. Meichin, L. Zhao, M. W. Wolf, A. Nakayama, J. Hasegawa, N. Lehnert, and T. Hayashi
  • Journal Title: Journal of the American Chemical Society Volume: 139 Pages: 17265-17268
  • DOI: 10.1021/jacs.7b10154
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] Recyclable and efficient polyurethane-Ir catalysts for direct borylation of aromatic compounds (2017)
  • Author(s): Kimura Akihiro、Hayama Haruka、Hasegawa Jun-ya、Nageh Hassan、Wang Yue、Naga Naofumi、Nishida Mayumi、Nakano Tamaki
  • Journal Title: Polymer Chemistry Volume: 8 Pages: 7406-7415
  • DOI: 10.1039/c7py01509g
  • NAID: 120006545086
  • Peer Reviewed
• [Journal Article] Formation of a New, Strongly Basic Nitrogen Anion by Metal Oxide Modification (2017)
  • Author(s): M. Tamura, R. Kishi, A. Nakayama, Y. Nakagawa, J. Hasegawa, and K. Tomishige
  • Journal Title: Journal of the American Chemical Society Volume: 139 Pages: 11857-11867
  • DOI: 10.1021/jacs.7b05227
  • Peer Reviewed
• [Journal Article] Photo-induced β-elimination of 9-fluorenylmethanol leading to dibenzofulvene (2017)
  • Author(s): H. Nageh, L. Zhao, A. Nakayama, J. Hasegawa, Y. Wang, and T. Nakano
  • Journal Title: Chemical Communications Volume: 53 Pages: 8431-8434
  • DOI: 10.1039/c7cc03297h
  • Peer Reviewed
• [Journal Article] Selected configuration interaction method using sampled first-order corrections to wave functions (2017)
  • Author(s): Ohtsuka Yuhki、Hasegawa Jun-ya
  • Journal Title: The Journal of Chemical Physics Volume: 147 Pages: 034102-034102
  • DOI: 10.1063/1.4993214
  • NAID: 120006488396
  • Peer Reviewed / Open Access
• [Journal Article] Selective Dehydration of Mannitol to Isomannide over Hβ Zeolite (2017)
  • Author(s): Yokoyama Haruka、Kobayashi Hirokazu、Hasegawa Jun-ya、Fukuoka Atsushi
  • Journal Title: ACS Catalysis Volume: 7 Pages: 4828-4834
  • DOI: 10.1021/acscatal.7b01295
  • Peer Reviewed
• [Journal Article] Hidden radical reactivity of the [FeO] 2+ group in the H-abstraction from methane: DFT and CASPT2 supported mechanism by the example of model iron (hydro)oxide species (2017)
  • Author(s): Kovalskii V.、Shubin A.、Chen Y.、Ovchinnikov D.、Ruzankin S.Ph.、Hasegawa J.、Zilberberg I.、Parmon V.N.
  • Journal Title: Chemical Physics Letters Volume: 679 Pages: 193-199
  • DOI: 10.1016/j.cplett.2017.05.002
  • Peer Reviewed / Int'l Joint Research
• [Journal Article] A coordination strategy to realize a sextuply-bonded complex (2017)
  • Author(s): Chen Yue、Hasegawa Jun-ya、Yamaguchi Kazuya、Sakaki Shigeyoshi
  • Journal Title: Phys. Chem. Chem. Phys. Volume: 19 Pages: 14947-14954
  • DOI: 10.1039/c7cp00871f
  • NAID: 120006456411
  • Peer Reviewed / Open Access
• [Journal Article] Electronic Polarization Effect of the Water Environment in Charge-Separated Donor-Acceptor Systems: An Effective Fragment Potential Model Study (2016)
  • Author(s): K. Yanai, K. Ishimura, A. Nakayama, M. W. Schmidt, M. S. Gordon, and J. Hasegawa
  • Journal Title: The Journal of Physical Chemistry A Volume: 120 Pages: 10273-10280
  • DOI: 10.1021/acs.jpca.6b10552
  • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
• [Journal Article] Gold Nanoparticles on OMS-2 for Heterogeneously Catalyzed Aerobic Oxidative α,β-Dehydrogenation of β-Heteroatom-Substituted Ketones (2016)
  • Author(s): Yoshii, D.; Jin, X.; Yatabe, T.; Hasegawa, J.; Yamaguchi, K.; Mizuno, N.
  • Journal Title: Chem. Comm. Volume: 52 Pages: 14314-14317
  • DOI: 10.1039/c6cc07846j
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Spin-blocking effect in CO and H2 binding reactions to molybdenocene and tungstenocene: a theoretical study on the reaction mechanism via the minimum energy intersystem crossing point (2016)
  • Author(s): K. Watanabe, N. Nakatani, A. Nakayama, M. Higashi, and J. Hasegawa
  • Journal Title: Inorganic Chemistry Volume: 55 Pages: 8082-8090
  • DOI: 10.1021/acs.inorgchem.6b01187
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] A DFT and multi-configurational perturbation theory study on O2 binding to a model heme compound via the spin-change barrier (2016)
  • Author(s): Y. Kitagawa, Y. Chen, N. Nakatani, A. Nakayama, and J. Hasegawa
  • Journal Title: Physical Chemistry Chemical Physics Volume: 18 Pages: 18137-18144
  • DOI: 10.1039/c6cp02329k
  • NAID: 120006324911
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Highly Active and Robust Metalloporphyrin Catalysts for the Synthesis of Cyclic Carbonates from a Broad Range of Epoxides and Carbon Dioxide (2016)
  • Author(s): C. Maeda, J. Shimonishi, R. Miyazaki, J. Hasegawa, and T. Ema
  • Journal Title: Chem. Eur. J. Volume: 22 Pages: 6556-6563
  • DOI: 10.1002/chem.201600164
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Theoretical Study on Highly Active Bifunctional Metalloporphyrin Catalysts for the Coupling Reaction of Epoxides with Carbon Dioxide (2016)
  • Author(s): J. Hasegawa, R. Miyazaki, C. Maeda, and T. Ema
  • Journal Title: Chem. Rec. Volume: 16 Pages: 2260-2267
  • DOI: 10.1002/tcr.201600053
  • NAID: 120006347200
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Highly Active and Robust Metalloporphyrin Catalysts for the Synthesis of Cyclic Carbonates from a Broad Range of Epoxides and Carbon Dioxide (2016)
  • Author(s): Maeda Chihiro, Shimonishi Junta, Miyazaki Ray, Hasegawa Jun-ya, Ema Tadashi
  • Journal Title: Chemistry, Eur. J. Volume: 印刷中
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence (2016)
  • Author(s): N. Kamimoto, N. Nakamura, A. Tsutsumi, H. Mandai,K. Mistudo, A. Wakamiya, Y. Murata, J. Hasegawa, and S. Suga
  • Journal Title: Asian Journal of Orgnaic Chemistry Volume: 5 Pages: 373-379
  • DOI: 10.1002/ajoc.201500502
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Platinum- catalyzed reduction of amides with hydrosilanes bearing dual Si-H groups: a theoretical study of the reaction mechanism (2015)
  • Author(s): Naoki Nakatani, Jun-ya Hasegawa, Yusuke Sunada, Hideo Nagashima
  • Journal Title: Dalton Trans., Volume: 44 Pages: 19344-19356
  • DOI: 10.1039/c5dt02767e
  • NAID: 120005868256
  • Peer Reviewed / Acknowledgement Compliant
• [Presentation] 開殻電子系が関与する反応の理論化学：系間交差のポテンシャル面 (2019)
  • Author(s): 長谷川淳也
  • Organizer: 日本化学会第99春季年会 中長期企画講演「開殻性分子種：ファジーボンドが拓く新たな化学」
  • Invited
• [Presentation] Exploring the Enantioselective Mechanism of Pd Catalyst with Polyquinoxaline Ligand for Asymmetric Hydrosilylation of Styrene (2018)
  • Author(s): M. Ratanasak, T. Yamamoto, M. Suginome, and J. Hasegawa
  • Organizer: 2018 National Symposium for Molecular Chirality
  • Int'l Joint Research / Invited
• [Presentation] Computational Chemistry with Constraint Force (2018)
  • Author(s): J. Hasegawa
  • Organizer: A Satellite Symposium to celebrate Prof. Kenichi Fukui’s 100th birthday
  • Int'l Joint Research / Invited
• [Presentation] Methane to Ethane Conversion by Liquid Metal Indium: A DFT Mechanistic Study (2018)
  • Author(s): Y. Ohtsuka, Y. Nishikawa, H. Ogihara, I. Yamanaka, and J. Hasegawa
  • Organizer: 2018 International Symposium on Advancement and Prospect of Catalysis Science & Technology
  • Int'l Joint Research / Invited
• [Presentation] Theoretical Study on Reaction Mechanisms Involving Intersystem Crossing” Pure and Applied Chemistry International Conference 2018 (PACCON 2018) (2018)
  • Author(s): J. Hasegawa
  • Organizer: Pure and Applied Chemistry International Conference 2018 (PACCON 2018)
  • Int'l Joint Research / Invited
• [Presentation] Theoretical Study on Reaction Mechanisms Involving Intersystem Crossing (2018)
  • Author(s): J. Hasegawa
  • Organizer: Pure and Applied Chemistry International Conference 2018
  • Int'l Joint Research / Invited
• [Presentation] Exploring the Enantioselective Mechanism of Chiral Materials Based Poly(quinoxaline-2,3-diyl)s for Asymmetric Hydrosilylation of Styrene (2018)
  • Author(s): M. Ratanasak, M. Suginome, and J. Hasegawa
  • Organizer: The 9th Conference of the Asian Consortium on Computational Materials Science
  • Int'l Joint Research / Invited
• [Presentation] Theoretical Study on Rh-Catalyzed Hydrosilylation of C=C and C=O Double Bonds (2018)
  • Author(s): L. Zhao, N. Nakatani, Y. Sunada, H. Nagashima, J. Hasegawa
  • Organizer: IRCCS-JST CREST Joint Symposium, Kyushu University
  • Int'l Joint Research
• [Presentation] Constraint Structure Optimization for Minimum Energy Intersystem Crossing Point (2017)
  • Author(s): J. Hasegawa
  • Organizer: The 8-th Asia Pacific Association of Theoretical and Computational Chemists
  • Int'l Joint Research / Invited
• [Presentation] Constraint Structure Optimization for Minimum Energy Intersystem Crossing Point (2017)
  • Author(s): J. Hasegawa
  • Organizer: The XXII-th Quantum Systems in Chemistry, Physics, and Biology
  • Int'l Joint Research / Invited
• [Presentation] Constraint Structure Optimization for Minimum Energy Intersystem Crossing Point (2017)
  • Author(s): J. Hasegawa
  • Organizer: Theoretical Design of Materials with Innovative Functions Based on Element Strategy and Relativistic Electronic Theory
  • Int'l Joint Research / Invited
• [Presentation] Theoretical Study of Frustrated Lewis Pair for Activation of Stable Chemical Bonds (2017)
  • Author(s): J. Hasegawa, M. Ohbo, Y. Hoshimoto, and S. Ogoshi
  • Organizer: The 21th International Annual Symposium on Computational Science and Engineering (ANSCSE 21)
  • Int'l Joint Research / Invited
• [Presentation] Excited-State Molecular Interactions: a First-Order Interacting Space Approach (2017)
  • Author(s): J. Hasegawa
  • Organizer: 3rd Japan-Thai workshop on Theoretical and Computational Chemistry 2017
  • Int'l Joint Research / Invited
• [Presentation] Constraint Structure Optimization for a Particular Energy Minimum (2017)
  • Author(s): J. Hasegawa
  • Organizer: 2017 Summer Symposium of KCS-Physical Chemistry Division and 2017 Korea-Japan Molecular Science Symposium
  • Int'l Joint Research / Invited
• [Presentation] Excited-State Molecular Interactions: a First-Order Interacting Space Approach (2017)
  • Author(s): J. Hasegawa, K. Yanai, K. Ishimura
  • Organizer: International Symposium on Pure & Applied Chemistry (ISPAC) 2017
  • Int'l Joint Research / Invited
• [Presentation] Theoretical Study on Rhodium-Catalyzed Hydrosilylation of C=C and C=O Double Bonds (2017)
  • Author(s): L. Zhao, N. Nakatani, Y. Sunada, H. Nagashima, J. Hasegawa
  • Organizer: Theoretical Design of Materials with Innovative Functions Based on Element Strategy and Relativistic Electronic Theory
  • Int'l Joint Research
• [Presentation] Mechanism of ethylene oxidation by Pt catalyst supported on mesoporous silica: a theoretical study (2017)
  • Author(s): Ray Miyazaki, Naoki Nakatani, Takuro Yokoya, Kiyotaka Nakajima, Atsushi Fukuoka, Jun-ya Hasegawa
  • Organizer: 第7回量子化学スクール～基礎理論と高精度理論の発展～
• [Presentation] Exploring the Enantioselective Mechanism of Chiral Materials Based Poly(quinoxaline-2,3-diyl)s for Asymmetric Hydrosilylation of Styrene (2017)
  • Author(s): M. Ratanasak, M. Suginome, and J. Hasegawa
  • Organizer: The 21th International Annual Symposium on Computational Science and Engineering
  • Int'l Joint Research / Invited
• [Presentation] Transition states of spin-crossing reactions (2016)
  • Author(s): J. Hasegawa
  • Organizer: EMN Meeting on Computation and Theory
  • Place of Presentation: Las Vegas (USA)
  • Year and Date: 2016-10-10
  • Int'l Joint Research / Invited
• [Presentation] Transition states of spin-crossing reactions (2016)
  • Author(s): J. Hasegawa
  • Organizer: International Symposium on Pure & Applied Chemistry (ISPAC) 2016 “Recent Advances in Pure & Applied Chemistry”,
  • Place of Presentation: Borneo Convention Centre, Kuching (Malaysia)
  • Year and Date: 2016-08-15
  • Int'l Joint Research / Invited
• [Presentation] Constraint Structure Optimization on Potential Energy Surface (2016)
  • Author(s): J. Hasegawa
  • Organizer: Thai-Japan Symposium in Chemistry
  • Place of Presentation: Chiang Mai (Thailand)
  • Int'l Joint Research / Invited
• [Presentation] CO2 fixation mechanism of bifunctional porphyrin catalyst: a theoretical study (2015)
  • Author(s): J. Hasegawa
  • Organizer: Pacifichem2015
  • Place of Presentation: Honolulu, Hawaii (USA)
  • Year and Date: 2015-12-15
  • Int'l Joint Research / Invited
• [Presentation] Theoretical Study of CO2 Fixation by a Bifunctional Porphyrin Catalyst (2015)
  • Author(s): J. Hasegawa
  • Organizer: ICIQ-FIFC Spain-Japan Joint Symposium on Theoretical and Computational Chemistry of Comple Systems
  • Place of Presentation: Taragona, Spain
  • Year and Date: 2015-11-25
  • Int'l Joint Research / Invited
• [Remarks] 触媒科学研究所触媒理論研究部門HP
  • URL: http://theory.cat.hokudai.ac.jp/
• [Remarks] Catalysis Theory Research Division
  • URL: http://theory.cat.hokudai.ac.jp/
• [Remarks] 触媒理論研究部門ホームページ
  • URL: http://theory.cat.hokudai.ac.jp/