过去的研究 （详情请点击这里）
1. 钯催化的有机不饱和分子氰酸酯化反应
有机合成是因为碳-碳键的活化和随后的碳-碳多键加成反应，可以同时以100%的原子效率构建两个不同的碳-碳键，而不会形成副产物，是化学中非常有用的反应。我们成功地开发了一种反应（氰基酯化反应），其中使用钯催化剂将作为极性官能团的氰基和酯基同时引入降冰片烯中。该反应被认为是通过氧化加成、移动插入和还原消除进行的
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Y. Nishihara, Y. Inoue, M. Itazaki, and K. Takagi
Palladium-Catalyzed Cyanoesterification of Norbornenes with Cyanoformates via the NC-Pd-COOR (R = Me and Et) Intermediate
Org. Lett. 7, 2639-2641 (2005).
- Y. Nishihara, Y. Inoue, S. Izawa, M. Miyasaka, K. Tanemura, K. Nakajima, and K. Takagi
Cyanoesterification of Norbornenes Catalyzed by Palladium: Facile Synthetic Methodology to Introduce Cyano and Ester Functionalities via Direct Carbon-Carbon Bond Cleavage of Cyanoformates
Tetrahedron 62, 9872-9882 (2006).
- Y. Nishihara, M. Miyasaka, Y. Inoue, T. Yamaguchi, M. Kojima, and K. Takagi
Preparation, Structures, and Thermal Reactivity of Alkoxycarbonyl(cyano)palladium(II) Complexes, trans-Pd(COOR)(CN)(PPh3)2 (R = Me, Et, nPr. iPr, nBu, tBu, and Bn) as Intermediates of the Palladium-Catalyzed Cyanoesterification of Norbornene Derivatives
Organometallics 26, 4054-4060 (2007).
- Jing Li, Shintaro Noyori, Kiyohiko Nakajima, and Yasushi Nishihara
Preparation, Structures, and Thermal Reactivity of Alkoxycarbonyl(cyano)palladium(II) Complexes, trans-Pd(COOR)(CN)(PPh3)2 (R = Me, Et, nPr. iPr, nBu, tBu, and Bn) as Intermediates of the Palladium-Catalyzed Cyanoesterification of Norbornene Derivatives
Organometallics 33, 3500-3507 (2014).
- Jing Li, Yasuhiro Okuda, Jiaji Zhao, Seiji Mori, and Yasushi Nishihara
Skeletal Rearrangement of Cyano-Substituted Iminoisobenzofurans into Alkyl 2-Cyanobenzoates Catalyzed by B(C6F5)3
Org. Lett. 16, 5220-5223 (2014).
2. 直接碳硅键活化合成不对称二芳基乙炔
不对称二芳基乙炔是一类广泛用作各种生物活性物质和有机功能材料的合成中间体的化合物。在我们的实验室，我们使用钯和铜等过渡金属催化剂，直接激活炔基硅烷的碳-硅键，并直接与有机卤化物偶联（Syrah-Sonoto-Hagiwara偶联反应），从而实现了开发为这些合成中间体提供了一种&#
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Y. Nishihara, E. Inoue, Y. Okada, and K. Takagi
Sila-Sonogashira Cross-Coupling Reactions of Activated Aryl Chlorides with Alkynylsilanes
Synlett (19), 3041-3045 (2008).
- Y. Nishihara, E. Inoue, D. Ogawa, Y. Okada, S. Noyori, and K. Takagi
Palladium/Copper-Catalyzed Sila-Sonogashira Reactions of Aryl Iodides with Alkynylsilanes via a Direct C-Si Bond Activation
Tetrahedron Lett. 50(32), 4643-4646 (2009).
- Y. Nishihara, S. Noyori, T. Okamoto, M. Suetsugu, and M. Iwasaki
Copper-Catalyzed Sila-Sonogashira-Hagihara Cross-Coupling Reactions of Alkynylsilanes with Aryl Iodides under Palladium-Free Conditions
Chem. Lett. 40, 972-974 (2011).
- Y. Nishihara, E. Inoue, S. Noyori, D. Ogawa, Y. Okada, and M. Iwasaki
Synthesis of Unsymmetrical Disubstituted Ethynes by the Palladium/Copper(I)-Cocatalyzed Sila-Sonogashira-Hagihara Coupling Reactions of Alkynylsilanes with Aryl Iodides, Bromides, and Chlorides through a Direct Activation of a Carbon-Silicon Bond
Tetrahedron 68, 4869-4881 (2012).
- Y. Nishihara, D. Ogawa, S. Noyori, and M. Iwasaki
Synthesis of Unsymmetrical Diarylethynes by Pd(0)/Cu(I)-cocatalyzed Sila-Sonogashira-Hagihara Coupling Reactions of Alkynylsilanes with Aryl Tosylates or Mesylates
Chem. Lett. 41, 1503-1505 (2012).
- Daisuke Ogawa, Jing Li, Masato Suetsugu, Jiao Jiao, Masayuki Iwasaki, Yasushi Nishihara
Palladium-Free Synthesis of Unsymmetrical Diarylethynes by Cross-Coupling Reaction of Alkynylboronates with Aryl Iodides Catalyzed by CuCl
Tetrahedron Lett. 54, 518-521 (2013).
3. 使用量子化学计算阐明反应机理
近年来，量子化学计算的最新进展令人瞩目，量子化学计算正被积极地用于有机合成实验室，以阐明反应机理和识别产物。在我们的实验室中，我们将利用高斯来阐明使用开发的钯催化剂进行降冰片二烯的氰基酯化反应的反应机理，并从实验和理论上研究各种有机合成反应，以此作为发现各种催化反应的线索。
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Yasuhiro Okuda, Takeru Okamoto, Arisa Yamamoto, Jing Li, Kiyohiko Nakajima, and Yasushi Nishihara
Synthesis, Structure, and Isomerization of Alkoxycarbonyl(chloro)(cyano)rhodium(III) Complexes, mer-RhCl(CO2R)(CN)(PMe3)3 (R = Me, Et, nPr, iPr, nBu, and Bn) through C-C Bond Cleavage of Cyanoformates
Chem. Lett. 43, 417-419.
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Yasuhiro Okuda, Yuya Ishiguro, Seiji Mori, Kiyohiko Nakajima, and Yasushi Nishihara
Experimental and Theoretical Studies on the Platinum-Mediated Selective C(sp)-Si Bond Cleavage of Alkynylsilanes
Organometallics 33, 1878-1889 (2014).
4. 催化稠环反应合成功能性多环芳族有机分子
稠环π共轭有机分子是多个芳香环稠合而成的化合物，是通过氧化还原功能和带隙可期待发挥各种功能的化合物的群。例如，作为功能性有机材料，希望应用于有机EL显示器和有机场效应晶体管。然而，其合成并不容易，往往需要多个反应步骤和苛刻的反应条件，导致总收率低，官能团耐受性低。因此，我们正在进行研究，目的是使用过渡金属催化剂催化剂获得所需的稠环π共轭有机分子，该催化剂比传统方法操作更简单，过程更短。目前，我们已成功利用钯催化剂高效合成苯并苯。
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Masayuki Iwasaki, Shohei Iino, and Yasushi Nishihara
Palladium-Catalyzed Annulation of o-Iodobiphenyls with o-Bromobenzyl Alcohols: Synthesis of Functionalized Triphenylenes via C-C and C-H Bond Cleavages
Org. Lett. 15, 5326-5329 (2013).
5. 过渡金属催化剂碳氢键直接硫化反应的发展
有机硫化合物常存在于具有药理活性的化合物和天然重要的药物物质中，是有机化学中非常重要的一类化合物。高官能化芳基硫醚骨架的典型合成方法是芳基卤化物和硫醇之间的交叉偶联反应。尽管该反应因其高功能耐受性而有用，但它必须使用卤代芳环作为起始材料。
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Masayuki Iwasaki, Miki Iyanaga, Yuta Tsuchiya, Yugo Nishimura, Wenjuan Li, Zhiping Li, and Yasushi Nishihara
Palladium-Catalyzed Direct Thiolation of Aryl C-H Bonds with Disulfides
Chem. Eur. J. 20, 2459-2462 (2014).
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Masayuki Iwasaki, Yuta Tsuchiya, Kiyohiko Nakajima, and Yasushi Nishihara
Chelate-Assisted Direct Selenation of Aryl C-H Bonds with Diselenides Catalyzed by Palladium
Org. Lett. 16, 4920-4923 (2014).
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Masayuki Iwasaki, Wataru Kaneshika, Yuta Tsuchiya, Kiyohiko Nakajima, and Yasushi Nishihara
Palladium-Catalyzed peri-Selective Chalcogenation of Naphthylamines with Diaryl Disulfides and Diselenides via C-H Bond Cleavage
J. Org. Chem. 79, 11330-11338 (2014).
6. 使用过渡金属催化剂的位置和立体选择性炔烃卤代硫醇化反应
碳-碳不饱和键的邻位双官能化反应是有机化学中理想的材料转化方法，因为它可以一次将两种官能团引入有机不饱和分子中。特别是，卤素-硫键与炔烃的加成反应得到了积极的研究，因为它产生了一种有用的合成中间体 2-卤代烯基硫醚。然而，尽管它很有用，但迄今为止
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Masayuki Iwasaki, Tomoya Fujii, Arisa Yamamoto, Kiyohiko Nakajima, and Yasushi Nishihara
Palladium-Catalyzed Regio- and Stereoselective Chlorothiolation of Terminal Alkynes with Sulfenyl Chlorides
Chem. Asian J. 9, 58-62 (2014).
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Masayuki Iwasaki, Tomoya Fujii, Kiyohiko Nakajima, and Yasushi Nishihara
Iron-Induced Regio- and Stereoselective Addition of Sulfenyl Chlorides to Alkynes via a Radical Pathway
Angew. Chem. Int. Ed. 53, 13880-13884 (2014).