Bifunctional Molecular Catalysis by Takao Ikariya, Masakatsu Shibasaki

By Takao Ikariya, Masakatsu Shibasaki

Masakatsu Shibasaki, Motomu Kanai, Shigeki Matsunaga, and Naoya Kumagai: Multimetallic Multifunctional Catalysts for uneven Reactions.- Takao Ikariya: Bifunctional transition metal-based molecular catalysts for uneven syntheses.- Chidambaram Gunanathan and David Milstein: Bond Activation by way of Metal-Ligand Cooperation: layout of ”Green” Catalytic Reactions in accordance with Aromatization-Dearomatization of Pincer Complexes.- Madeleine C. Warner, Charles P. Casey, and Jan-E. Bäckvall: Shvo’s Catalyst in Hydrogen move Reactions.- Noritaka Mizuno, Keigo Kamata, and Kazuya Yamaguchi: Liquid-Phase Selective Oxidation via Multimetallic energetic websites of Polyoxometalate-Based Molecular Catalysts.- Pingfan Li and Hisashi Yamamoto: Bifunctional Acid Catalysts for natural Synthesis.- Jun-ichi Ito, Hisao Nishiyama: Bifunctional Phebox Complexes for uneven Catalysis.

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Based on the general reaction mechanism shown in Scheme 11, we expected that polymetallic catalyst 9 would be also useful for enantioselective protonation of enol silyl ethers 13. Thus, using enol silyl ethers as TMSNuc, transmetalation would produce 10 containing a rare earth metal enolate (Nuc ¼ enolate). If protonolysis of the silyl ether moiety of 10 is faster than that of the rare earth metal enolate, 11 containing activated enolate and proton both at the defined positions in a chiral multimetallic complex would be generated.

51 References . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 52 1 Introduction A deep understanding of the mechanism of catalytic transformations as well as a great insight into the architecture of molecular catalysts has enabled rational design of sophisticated metal-based molecular catalysts [1–4]. Particularly, much effort has been recently paid to the development of bifunctional molecular catalysts based on the combination of two or more active sites working in concert, to attain highly efficient molecular transformations for organic synthesis.

Haak RM, Wezenberg SJ, Kleij AW (2010) Chem Commun 46:2713, review on bimetallic salens 12. Handa S, Gnanadesikan V, Matsunaga S, Shibasaki M (2007) J Am Chem Soc 129:4900 13. Handa S, Gnanadesikan V, Matsunaga S, Shibasaki M (2010) J Am Chem Soc 132:4925 14. Handa S, Nagawa K, Sohtome Y, Matsunaga S, Shibasaki M (2008) Angew Chem Int Ed 47:3230 15. Kobayashi S, Sugiura M, Kitagawa H, Lam WWL (2002) Chem Rev 102:2227, review on rare earth metal triflates in organic synthesis 16. Wang SX, Wang MX, Wang DX, Zhu J (2007) Org Lett 9:3615 17.

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