Development of Heterogeneous Metal Catalysts for Selective Oxidation and C-H Functionalization using Molecular Oxygen
| Project/Area Number |
25810108
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Green/Environmental chemistry
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| Research Institution | Tokyo Metropolitan University (2014)
Kyushu University (2013) |
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Principal Investigator |
ISHIDA Tamao 首都大学東京, 都市環境科学研究科, 特任教授 (90444942)
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| Project Period (FY) |
2013-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
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| Keywords | 金属ナノ粒子 / C-H官能基化 / カップリング / 金属酸化物 / 金ナノ粒子触媒 / 金触媒 / C-H活性化 / 固体触媒 / アンモ酸化 / ビアリール |
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| Outline of Final Research Achievements |
Zirconia supported palladium hydroxide showed the highest catalytic activity for intramolecular C-H/C-H coupling of diphenylamine to carbazole.
In contrast, cobalt oxide and zirconia supported gold nanoparticle catalysts exhibited the highest catalytic activity for intermolecular C-H/C-H coupling of dimethyl phthalate to give the corresponding biaryl dimers using molecular oxygen as a sole oxidant. Gold catalysts also showed excellent regioselectivity to the symmetrical biaryl derivatives without the addition of ligands and co-catalysts. Substrate scope and kinetic studies revealed that the oxidative coupling proceeded via a nucleophilic aromatic substitution reaction. Gold nanoparticles act not only as catalytic active species but also as bulky ligands to control the regioselectivity of products.
For ammoximation of cycloalkanones using ammonia and molecular oxygen, titania supported gold catalysts showed the highest catalytic activity to give the corresponding cycloalkanoneoximes.
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Report
(3 results)
Research Products
(30 results)
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[Journal Article] Direct C-H Arene Homocoupling over Gold Nanoparticles Supported on Metal Oxides2015
Author(s)
T. Ishida, S. Aikawa, Y. Mise, R. Akebi, A. Hamasaki, T. Honma, H. Ohashi, T. Tsuji, Y. Yamamoto, M. Miyasaka, T. Yokoyama, M. Tokunaga
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Journal Title
ChemSusChem
Volume: 8
Issue: 4
Pages: 695-701
DOI
Related Report
Peer Reviewed / Acknowledgement Compliant
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[Journal Article] Preparation of microporous polymer-encapsulated Pd nanoparticles and their catalytic performance for hydrogenation and oxidation2014
Author(s)
Ishida, T.; Onuma, Y.; Kinjo, K.; Hamasaki, A.; Ohashi, H.; Honma, T.; Akita, T.; Yokoyama, T.; Tokunaga, M.; Haruta, M.
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Journal Title
Tetrahedron
Volume: 70
Issue: 36
Pages: 6150-6155
DOI
Related Report
Peer Reviewed
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[Journal Article] Promotional effect of Au on reduction of Ni(II) to form Au-Ni alloy catalysts for hydrogenolysis of benzylic alcohols2013
Author(s)
Nishikawa, H.; Kawamoto, D.; Yamamoto, Y.; Ishida, T.; Ohashi, H.; Akita, T.; Honma, T.; Hamasaki, A.; Yokoyama, T.; Tokunaga, M
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Journal Title
J. Catal
Volume: 307
Pages: 254-264
DOI
Related Report
Peer Reviewed
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[Presentation] Direct C-H/C-H Homocoupling Catalyzed by Gold Nanoparticles Supported on Metal Oxides2014
Author(s)
T. Ishida, S. Aikawa, Y. Mise, R. Akebi, A. Hamasaki, T. Honma, H. Ohashi, T. Tsuji, M. Miyasaka, Y. Yamamoto, T. Yokoyama, M. Tokunaga
Organizer
14th Tateshina Conference on Organic Chemistry
Place of Presentation
Teteshina Forum
Year and Date
2014-11-07 – 2014-11-09
Related Report
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[Presentation] Gold Nanoparticle-Catalyzed C-H Bond Functionalization for Biaryl Synthesis2014
Author(s)
Y. Mise, S. Aikawa, T. Ishida, R. Akebi, A. Hamasaki, H. Ohashi, T. Honma, T. Tsuji, Y. Yamamoto, M. Miyasaka, T. Yokoyama, M. Tokunaga
Organizer
International Symposium on Small Particles and Inorganic Clusters (ISSPIC XVII)
Place of Presentation
Kyushu University
Year and Date
2014-09-07 – 2014-09-12
Related Report
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