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業績リスト

光藤耕一

論文

(53) “Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition–Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives”

Mitsudo, K.; Kurimoto, Y.; Mandai, H.; Suga, S.

Org. Lett. 2017, in press.

DOI: 10.1021/acs.orglett.7b00969

(52) “Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si–H/C–H Bond Cleavage”

Mitsudo, K.; Tanaka, S.; Isobuchi, R.; Inada, T.; Mandai, H.; Korenaga, T.; Wakamiya, A.; Murata, Y.; Suga, S.

Org. Lett. 2017, in press.

DOI: 10.1021/acs.orglett.7b00878

(51) “Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l-1,2-Diols with Chiral Nucleophilic Catalysts”

Fujii, K.; Mitsudo, K.; Mandai, H.; Suga, S.

Adv. Synth. Catal. 2017, in press.

DOI: 10.1002/adsc.201700057

(50) “Facile Synthesis of Naphthothiophenone Derivatives and Anthradithiophenedione via Friedel–Crafts Acylation and Their Fundamental Properties”

Mitsudo, K.; Murakami, T.; Shibasaki, T.; Inada, T.; Mandai, H.; Ota, H.; Suga, S

Synlett 2016, 27(16), 2327–2332.

DOI: 10.1055/s-0035-1562470

(49) “Kinetic Resolution of Secondary Carbinols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Hydrogen Bonding Affects Catalytic Activity and Enantioselectivity”

Fujii, K.; Mitsudo, K.; Mandai, H.; Suga, S.

Bull. Chem. Soc. Jpn. 2016, 89(9), 1081–1092.

DOI: 10.1246/bcsj.20160135

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interactions”

Mandai, H.; Fujii, K. Yasuhara, H.; Abe, K.; Mitsudo, K.; Korenaga, T.; Suga, S.

Nat. Commun. 2016, 7, 11297.

DOI: 10.1038/ncomms11297

(47) “Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction Site Switching, and Their Solvatochromic Fluorescence”

Kamimoto, N.; Nakamura, N.; Tsutsumi, A.; Mandai, H.; Mitsudo, K.; Wakamiya, A.; Murata, Y.; Hasegawa, J.; Suga, S Asian J. Org. Chem. 2016, 5(3), 373–379.

DOI: 10.1002/ajoc.201500502

Selected as an Inside Cover

(46) “Bacteriogenic iron oxide as an effective catalyst for Baeyer–Villiger oxidation with molecular oxygen and benzaldehyde”

Mandai, K.; Hanata, M.; Mitsudo, K.; Mandai, H.; Suga, S.; Hashimoto, H.; Takada, J.

Tetrahedron 2015, 71, 9403–9407.

DOI: 10.1016/j.tet.2015.10.057

(45) “Synthesis and Properties of Ethene-Bridged Terthiophenes”

Mitsudo, K.; Sato, H.; Yamasaki, A.; Kamimoto, N.; Goto, J.; Mandai, H.; Suga, S.

Org. Lett. 2015, 17, 4858–4861.

DOI: 10.1021/acs.orglett.5b02417

(44) “Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral

N,N-4-(Dimethylamino)pyridine Derivatives”

Mandai, H.; Fujiwara, T.; Noda, K.; Fujii, K.; Mitsudo, K.; Korenaga, T. Suga, S.

Org. Lett. 2015, 17, 4436–4439.

DOI: 10.1021/acs.orglett.5b02089

(43) “Palladium-Catalyzed Domino C–H/N–H Functionalization: An Efficient Approach to Nitrogen-Bridged Heteroacenes”

Kamimoto, N.; Schollmeyer, D.; Mitsudo, K.; Suga, S.; Waldvogel, S. R.

Chem.- Eur. J. 2015, 21, 8257–8261.

DOI: 10.1002/chem.201500897

(42) “An Efficient Petasis Boronic-Mannich Reaction of Chiral Lactol Derivatives Prepared from D-Araboascorbic Acid”

Mandai, H.; Yamada, H.; Shimowaki, K.; Mitsudo, K.; Suga, S.

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DOI: 10.1055/s-0034-1378900

(41) “Synthetic (+)-Terrein Suppresses Interleukin-6/soluble Intereleukin-6 Receptor Induced-secretion of Vascular Endothelial Growth Factor in Human Gingival Fibroblasts”

Mandai, H.; Omori, K.; Yamamoto, D.; Tsumura, T.; Murota, K.; Yamamoto, S.; Mitsudo, K.; Ibaragi, S.; Sasaki, A.; Maeda, H.; Takashiba, S.; Suga, S.

Bioorg. Med. Chem. 2014, 22, 5338–5344.

DOI: 10.1016/j.bmc.2014.07.047

(40) “Remarkable Enhancement of the Rate of the Intramolecular Morita-Baylis-Hillman Reaction by the Combination of a Nucleophilic Catalyst and 1,3-Diphenyl-2-thiourea”

Mandai, H.; Shimowaki, K.; Mitsudo, K.; Suga, S.

Asian J. Org. Chem. 2014, 3, 437–441.

DOI: 10.1002/ajoc.201402001

(39) “Synthesis of Hexa(furan-2-yl)benzenes and Their p-Extended Derivatives”

Mitsudo, K.; Harada, J.; Tanaka, Y.; Mandai, H.; Nishioka, C.; Tanaka, H.; Wakamiya, A.; Murata, Y.; Suga, S.

J. Org. Chem. 2013, 78, 2763–2768.

DOI: 10.1021/jo302652r

Highlighted in SYNFACTS. Swager, T. M.; Belger, C. Synfacts 2013, 9, 0615.

(38) “Electro-reductive Halogen–Deuterium Exchange and Methylation of Aryl Halides in Acetonitrile” Mitsudo, K.; Okada, T.; Shimohara, S.; Mandai, H.; Suga, S.

Electrochemistry 2013, 81, 362–364.

DOI: 10.5796/electrochemistry.81.362

(37) “Recyclable Palladium Catalyst in PEG/CH3CN Biphasic System for Electro-oxidative Wacker-type

Reaction”

Mitsudo, K.; Fukunaga, S.; Fujita, T.; Mandai, H.; Suga, S.; Tanaka, H.

Electrochemistry 2013, 81, 347–349.

DOI: 10.5796/electrochemistry.81.347

(36) “Kinetic Resolution of Secondary Alcohols by Chiral DMAP Derivatives Prepared by the Ugi Multicomponent Reaction”

Mandai, H.; Irie, S.; Akehi, M.; Yuri, K.; Yoden, M.; Mitsudo, K.; Suga, S

Heterocycles 2013, 87, 329–340.

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(35) “Site-selective sequential coupling reactions controlled by “Electrochemical Reaction Site Switching”: a straightforward approach to 1,4-bis(diaryl)buta-1,3-diynes”

Mitsudo, K.; Kamimoto, N.; Murakami, H.; Mandai, H.; Wakamiya, A.; Murata, Y.; Suga, S.

Org. Biomol. Chem. 2012, 10, 9562–9569.

DOI: 10.1039/C2OB26567B

(34) “Kinetic Resolution of Secondary Alcohols by the Combination of a Chiral Brønsted Acid, DABCO, and Acetyl Chloride”

Mandai, H.; Murota, K.; Mitsudo, K.; Suga, S.

Org. Lett. 2012, 14, 3486–3489.

DOI: 10.1021/ol301373x

(33) “Synthesis of Nitrogen-Bridged Terthiophenes by Tandem Buchwald–Hartwig Coupling and Their Properties”

Mitsudo, K.; Shimohara, S.; Mizoguchi, J.; Mandai, H.; Suga, S.

Org. Lett. 2012, 14, 2702–2705.

DOI: 10.1021/ol300887t

(32) “Electro-reductive cyclization of aryl halides promoted by fluorene derivatives” Mitsudo, K.; Nakagawa, Y.; Mizukawa, J.; Tanaka, H.; Akaba, R.; Okada, T.; Suga, S.

Electrochim. Acta 2012, 82, 444–449.

DOI: 10.1016/j.electacta.2012.03.130

(31) “Synthetic Studies of DMAP Derivatives by Diastereoselective Ugi Reaction” Mandai, H.; Irie, S.; Mitsudo, K.; Suga, S.

Molecules 2011, 16, 8815–8832.

DOI: 10.3390/molecules16108815

(30) “Kumada-Tamao-Corriu Coupling Using N-Heterocyclic Carbene Ligands Bearing Pyridyl Group and Ethylenedioxyl Moiety”

Mitsudo, K.; Doi, Y.; Sakamoto, S.; Murakami, H.; Mandai, H. Suga, S.

Chem. Lett. 2011, 40, 936–938.

DOI: 10.1246/cl.2011.936

(29) “Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids”

Mitsudo, K.; Shiraga, T.; Mizukawa, J.; Suga, S.; Tanaka, H.

Chem. Commun. 2010, 46, 9256–9258.

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(28) “Synthesis and oxidative polymerization of dialkyl fluorene-9,9-dicarboxylates”

Zhang, Y.; Tu, S.; Mitsudo, K.; Tanaka, H.; Suematsu, S.; Machida, K.; Horii, D.; Ishimoto, S.; Tamamitsu, K.

Tetrahedron Lett. 2009, 50, 6057–6059.

DOI:10.1016/j.tetlet.2009.08.052

(27) “Pd/TEMPO-Catalyzed electrooxidative synthesis of biaryls from arylboronic acids or arylboronic esters”

Mitsudo, K.; Shiraga, T.; Kagen, D.; Shi, D.; Becker, J. Y. Tanaka, H.

Tetrahedron 2009, 65, 8384–8388.

DOI: 10.1016/j.tet.2009.08.004

(26) “Pd/TEMPO Double-mediatory Electrooxidative Wacker-type Cyclizations” Mitsudo, K.; Ishii, T.; Tanaka, H.

Electrochemistry 2008, 76, 859–861.

(25) “Preparation of a cationic bisoxazolinic nickel pincer catalyst and its applications to Michael addition and Mizoroki–Heck reaction”

Mitsudo, K.; Imura, T.; Yamaguchi, T.; Tanaka, H.

Tetrahedron Lett. 2008, 49, 7287–7289.

DOI: 10.1016/j.tetlet.2008.10.029

(24) “Electrooxidative homo-coupling of arylboronic acids catalyzed by electrogenerated cationic palladium catalysts”

Mitsudo, K.; Shiraga, T.; Tanaka, H.

Tetrahedron Lett. 2008, 49, 6593–6595.

DOI: 10.1016/j.tetlet.2008.09.022

(23) “RhCl3/amine-catalyzed [2+2+2] cyclization of alkynes”

Yoshida, K; Morimoto, I.; Mitsudo, K.; Tanaka, H.

Tetrahedron 2008, 64, 5800–5807.

DOI: 10.1016/j.tet.2008.03.079

(22) “Facile synthetic procedure for and electrochemical properties of hexa(2-thienyl)benzenes directed towards electroactive materials”

Yoshida, K; Morimoto, I.; Mitsudo, K.; Tanaka, H.

Tetrahedron Lett. 2008, 49, 2363–2365.

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(21) “Anionic WS-TEMPO-mediatory electrooxidation of alcohols in water: Halide-free oxidation directed towards a totally closed system”

Mitsudo, K.; Kumagai, H.; Takabatake, F.; Kubota, J.; Tanaka, H.

Tetrahedron Lett. 2007, 48, 8994–8997.

DOI: 10.1016/j.tetlet.2007.10.088

(20) “RhCl3/Amine-catalyzed Cyclotrimerization of Alkynes”

Yoshida, K.; Morimoto, I.; Mitsudo, K.; Tanaka, H.

Chem. Lett. 2007, 36, 998–999.

DOI: 10.1246/cl.2007.998

(19) “Electrochemical Generation of Cationic Pd Catalysts and Application to Pd/TEMPO Double-Mediatory Electrooxidative Wacker-type Reactions”

Mitsudo, K.; Kaide, T.; Nakamoto, E; Yoshida, K.; Tanaka, H.

J. Am. Chem. Soc. 2007, 129, 2246–2247.

DOI: 10.1021/ja069043r

(18) “Electropolymerization of 9,9-dialkyl-substituted fluorenes with long alkyl chains and redox responses of the resulted electroactive films for electrochemical capacitor materials”

Suematsu, S; Mitsudo, K.; Katagiri, F.; Tanaka, H.

Electrochemistry, 2007, 75, 54–57.

(17) “Selectively Substituted Thiophenes and Indoles by a Tandem Palladium Catalyzed Multicomponent Reaction”

Mitsudo, K.; Thansandote, P.; Wilhelm, T.; Mariampillai, B.; Lautens, M.

Org. Lett. 2006, 8, 3939–3942.

DOI: 10.1021/ol061373t

(16) “Synthesis of 2',3'-dideoxynucleosides via C–S bond cleavage: N-glycosylation of

2,3-dideoxy-1-[(2-pyridylmethyl)thio]glycoside” Mitsudo, K.; Matsuda, W.; Miyahara, S.; Tanaka, H.

Tetrahedron Lett. 2006, 47, 5147–5150.

DOI: 10.1016/j.tetlet.2006.05.060

(15) “Water-soluble N-oxyl compounds-mediated electrooxidation of alcohols in water: a prominent access to a totally closed system.”

Kubota, J; Shimizu, Y.; Mitsudo, K.; Tanaka, H.

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DOI: 10.1016/j.tetlet.2005.10.114

(14) “Electrooxidative Glycosylation through C–S Bond Cleavage of 1-Arylthio-2,3-dideoxyglycosides. Synthesis of 2´,3´-Dideoxynucleosides”

Mitsudo, K.; Kawaguchi, T.; Miyahara, S.; Matsuda, W.; Kuroboshi, M.; Tanaka, H.

Org. Lett. 2005, 7, 4649–4652.

DOI: 10.1021/ol051776d

(13) “Catalytic Intermolecular Pauson–Khand-type Reaction: Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction”

Itami, K.; Mitsudo, K.; Fujita, K.; Ohashi, Y.; Yoshida, J.

J. Am. Chem. Soc. 2004, 126, 11058–11066.

DOI: 10.1021/ja047484+

(12) “A Pyridylsilyl Group Expands the Scope of Catalytic Intermolecular Pauson-Khand Reactions” Itami, K.; Mitsudo, K.; Yoshida, J.

Angew. Chem., Int. Ed. 2002, 41, 3481–3484.

DOI: 10.1002/1521-3773(20020916)41:18<3481::AID-ANIE3481>3.0.CO;2-X

(11) “Metal-Catalyzed Hydrosilylation of Alkenes and Alkynes Using Dimethyl(pyridyl)silane” Itami, K.; Mitsudo, K.; Nishino, A.; Yoshida, J.

J. Org. Chem. 2002, 67, 2645–2652.

DOI: 10.1021/jo0163389

(10) “Unusual Metal-Dependent Acceleration and Deceleration in the Metal-Catalyzed Hydrosilylation of Olefin Using Pyridyldimethylsilanes”

Itami, K.; Mitsudo, K.; Nishino, A.; Yoshida, J.

Chem. Lett. 2001, 1088–1089.

DOI: 10.1246/cl.2001.1088

(9) “Diversity-Oriented Synthesis of Multisubstituted Olefins through the Sequential Integration of Palladium-Catalyzed Cross-Coupling Reactions. 2-Pyridyldimethyl(vinyl)silane as a Versatile Platform for Olefin Synthesis”

Itami, K.; Nokami, T.; Ishimura, Y.; Mitsudo, K.; Kamei, T.; Yoshida, J.

J. Am. Chem. Soc. 2001, 123, 11577–11585.

DOI: 10.1021/ja016790+

(8) “Directed Intermolecular Carbomagnesation Across Vinylsilanes: 2-PyMe2Si Group as a Removable

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Itami, K.; Mitsudo, K.; Yoshida, J.

Angew. Chem., Int. Ed. 2001, 40, 2337–2339.

DOI: 10.1002/1521-3773(20010618)40:12<2337::AID-ANIE2337>3.0.CO;2-Q

(7) “Pyridyl Group Assisted Deprotonation of a Methyl Group on Silicon: Complex Induced Proximity Effect and Novel Hydroxymethylation”

Itami, K.; Kamei, T.; Mitsudo, K.; Nokami, T.; Yoshida, J.

J. Org. Chem. 2001, 66, 3970–3976.

DOI: 10.1021/jo015528g

(6) “Highly Efficient Carbopalladation Across Vinylsilane: Dual Role of the 2-PyMe2Si Group as a

Directing Group and as a Phase Tag”

Itami, K.; Mitsudo, K.; Kamei, T.; Koike, T.; Nokami, T.; Yoshida, J.

J. Am. Chem. Soc. 2000, 122, 12013–12014.

DOI: 10.1021/ja002582q

(5) “Oxidation of 2-Pyridyldimethylsilyl Group to Hydroxyl Group by H2O2/KF. Implication of Fluoride

Ion Accelerated 2-Pyridyl-Silyl Bond Cleavage” Itami, K.; Mitsudo, K.; Yoshida, J.

J. Org. Chem. 1999, 64, 8709–8714.

DOI: 10.1021/jo990740u

(4) “Optical Resolution and Epimerization of Fluorosilane Having an Optically Active Amino Group: A New, Convenient Access to Optically Active Silicon Compounds”

Kawachi, A.; Maeda, H.; Mitsudo, K.; Tamao, K.

Organometallics 1999, 18, 4530–4533.

DOI: 10.1021/om9904394

(3) “(2-Pyridyldimethylsilyl)methyl Lithium as a Novel Hydroxymethylating Reagent” Itami, K.; Mitsudo, K.; Yoshida, J.

Tetrahedron Lett. 1999, 40, 5537–5540.

DOI: 10.1016/S0040-4039(99)01028-X

(2) “Facile Generation of α-Silyl Carbanion of Trimethylsilyl Group Assisted by Intramolecular Pyridyl Group Coordination”

Itami, K.; Mitsudo, K.; Yoshida, J.

Tetrahedron Lett. 1999, 40, 5533–5536.

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(1) “2-Pyridylsilyl Group as a Multifunctional "Phase Tag" for Solution Phase Synthesis” Yoshida, J.; Itami, K.; Mitsudo, K.; Suga, S.

Tetrahedron Lett. 1999, 40, 3403–3406.

DOI: 10.1016/S0040-4039(99)00474-8

総説

(R2) “Design of Redox-Mediatory Systems for Electro-organic Synthesis”

Tanaka, H.; Kuroboshi, M.; Mitsudo, K. Electrochemistry 2009, 77, 1002–1009. (R1) “Pyridylsilyl Group-Driven Cross-Coupling Reactions”

Itami, K.; Mitsudo, K.; Nokami, T.; Kamei, T.; Koike, T.; Yoshida, J. J. Organomet. Chem. 2002, 653, 105–113. DOI: 10.1016/S0022-328X(02)01173-7 日本語総説 有機金属ハイライト 「ハロゲン化アリールの触媒的トリフルオロメチル化反応」 光藤耕一 Organometallic News 2011 pp29 <注目の論文>メタノールから水素を作る 光藤耕一 月刊化学2013 年 8 月号 電気化学的な酸化プロセスを含むカップリング反応の開発と拡張π電子系化合物合成への応用 光藤耕一、田中秀雄、菅誠治 有機合成化学協会誌 2015, 73(2), 171-180 電解発生カチオン性パラジウム触媒を用いる有機合成 光藤耕一、菅誠治 Electrochemistry 2015, 83(6), 477-482 特許 (1) 特開2006-223345 PCBを含む廃油の無害化処理法 平成18年8月31日(2006.8.31)公開 (2) 特開2006-249454

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4-置換アゼチジノン誘導体の製造法 平成18年9月21日(2006.9.21)公開 (3) 特開2008-50281 ベンゼン化合物の製造方法 平成20年3月6日(2008.3.6)公開 (4) 特開2008-84786 電極活物質及びそれを用いた電極 平成20年4月10日(2008.4.10)公開 (5) 特開2009-245900 電極活物質及びそれを用いた電気化学素子 平成21年10月22日(2009.4.10)公開 (6) 特願 2011-138933 (特開 2013-028585)「架橋性ジチエノピロール化合物およびその重合体」出 願日 H23.6.22 (岡山大学、クラレ)菅 誠治、光藤耕一他 4 名 平成25年2月7日(2013.2.7)公開 (7) 特願 2011-138932 「縮合複素環化合物およびその重合体」 出願日 H23.6.22 (岡山大学、クラレ)菅 誠治、光藤耕一他 4 名 (8) 特開 2013-107845 「フルオレン誘導体及びその製造方法」2013年6月6日公開

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受賞 平成20 年 第四回有機電気化学奨励賞(2008 年 3 月 30 日) 平成22 年 日本化学会 第 90 春季年会 優秀講演賞(学術)(2010 年 4 月) 平成22 年 平成 22 年度 岡山工学振興会 科学技術賞(2010 年 7 月) 平成23 年 有機合成化学協会研究企画賞 (コニカミノルタテクノロジーセンター) 2011.12.06 獲得資金 科学研究費補助金 資金名:科学研究費補助金 基盤(C) 研究課題名:電気化学的に発生させた有機金属種を用いる選択的カップリング反応の開発 研究期間:2016 年 4 月~2019 年 3 月 予算額:¥3,800,000 科学研究費補助金 資金名:科学研究費補助金 基盤(C) 研究課題名:ヘテロ架橋オリゴチオフェンの高効率的合成法の開発と機能性材料への応用 研究期間:2013 年 4 月~2016 年 3 月 予算額:¥4,000,000 資金名:科学研究費補助金 新学術領域(公募) 研究課題名:電気的スイッチによる反応点制御を用いた拡張π電子系分子の集積的合成法の開発 研究期間:2012 年 4 月~2014 年 3 月 予算額:¥5,300,000 資金名:科学研究費補助金 若手(B) 研究課題名:電気化学的に発生させた活性有機金属種を用いる新規カップリング反応の開発 研究期間:2011 年 4 月~2013 年 3 月 予算額:¥3,400,000 資金名:科学研究費補助金 新学術領域(公募) 研究課題名:電気的スイッチにより制御されたπ共役系分子の集積的構築法の開発 研究期間:2010 年 4 月~2012 年 3 月 予算額:¥5,300,000

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#科学研究費補助金以外の研究費 資金名:中国電力技術研究財団 試験研究A 研究課題名:電気によって反応部位を制御するカップリング反応の開発と材料合成への応用 研究期間:2015 年 4 月~2017 年 3 月 予算額:¥1,450,000 資金名:ウエスコ学術振興財団 研究課題名:電気化学的な反応点制御に基づいた集積的カップリング反応による有機半導体分子の 探索 研究期間:2014 年 4 月~2015 年 3 月 予算額:¥300,000 資金名:岡山工学振興会 学術研究助成金 (奨励研究) 研究課題名:電気化学的なスイッチングによる反応点制御による拡張π電子系分子の構築 研究期間:2010 年 4 月~2011 年 3 月 予算額:¥300,000 資金名:科学研究費補助金 若手(B) 研究課題名:カチオン性錯体の電気化学的合成法の開発と有機合成への応用 研究期間:2008 年 4 月~2011 年 3 月 予算額:¥3,400,000 資金名:ウエスコ学術振興財団 研究課題名:電解錯体合成法の開発と有機合成への応用 研究期間:2007 年 4 月~2008 年 3 月 予算額:¥500,000

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