均相非对称氢转移反应的研究进展.pptVIP

Recent Developments of Homogeneous Asymmetric Hydrogen Transfer Reactions Contents Homogeneous Asymmetric Hydrogen Transfer Reactions Basic knowledge of Asymmetric Hydrogen Transfer Reactions The recent development of Asymmetric Hydrogen Transfer Reactions Conclusion Part I Basic knowledge of Asymmetric Hydrogen Transfer Reactions 1925, Meerwein-Ponndorf-Verlay(MPV) reduction Aluminum isoproposide was used to promote transfer of hydrogen from isopropanol to a ketone 1960s, Henbest reported the first example of a transition metal-catalyzed hydrogen transfer reaction An iridium hydride DMSO complex 1970s, Sasson and Blum reported the first Ru-catalyzed hydrogen transfer reaction 1995,Noyori discovered that (1S,2S)-or(1R,2R)-N-(p-tolysulfonyl)-1,2-diphenylethylenediamine is an excellent chiral ligand Homogeneous Asymmetric Hydrogen Transfer Reactions Jan-E.B?ckvall.Journal of Organometallic Chemistry 652(2002) 105-111 Noyori et al. J.Am.Chem.Soc.1995,117,7562-7563 Noyori et al. J.Am.Chem.Soc.1996,118,2521-2522 Homogeneous Asymmetric Hydrogen Transfer Reactions Definition The reduction of multiple bonds with the aid of a hydrogen donor in the presence of a catalyst is known as hydrogen-transfer reaction or transfer hydrogenation(H-transfer). DH2=hydrogen donor; A=hydrogen acceptor Grazia Zassinovich and Giovanni Mestroni. Chem.Rev. 1992,92,1051-1069 Homogeneous Asymmetric Hydrogen Transfer Reactions Classification of Asymmetric Hydrogen Transter Reactions Grazia Zassinovich and Giovanni Mestroni. Chem.Rev. 1992,92,1051-1069 Mechanism “Hydridic route” “Direct hydrogen transfer” Homogeneous Asymmetric Hydrogen Transfer Reactions Grazia Zassinovich and Giovanni Mestroni. Ch