讲稿介绍文献seminar wlu.pptxVIP

N-HeterocyclicCarbenesMediatedReactionsSpeaker:WangLu12012-03-11Seminar

OutlineIntroductionPropertiesofNHCsNHCsasLigandsNHCsasorganocatalystsSummary2

OutlineIntroductionPropertiesofNHCsNHCsasLigandsNHCsasorganocatalystsSummary3

Introduction

4AnthonyJosephArduengoIIIHans-WernerWanzlickW.A.HerrmannH.-W.Wanzlick,H.-J.Schnherr,Angew.Chem.1968,80,154;A.J.ArduengoIII,R.L.Harlow,M.Kline,J.Am.Chem.Soc.1991,113,361–363.W.A.Herrmann,M.Elison,J.Fischer,C.Kchter,G.R.J.Arthus,Angew.Chem.1995,107,2602–2605

OutlineIntroductionPropertiesofNHCsNHCsasLigandsNHCsasorganocatalystsSummary5

PropertiesofNHCLigands----Basicity

6RogerW.Alder,PaulR.AllenandStuartJ.Williams,J.Chem.Soc.Chem.Commun.1995,12,1267-1268ThomasDrgeandFrankGlorius*,Angew.Chem.Int.Ed.2010,49,6940–6952

PropertiesofNHCLigands----ElectronicProperties7RuⅢ/RuⅡcomplexesheterobis(carbene)/PdⅡcomplexes[Ni(CO)3(L)]hightoxicityinstabilitycis-[IrCl(CO)2(NHC)]cis-[RhCl(CO)2(NHC)]ThomasDrgeandFrankGlorius*,Angew.Chem.Int.Ed.2010,49,6940–6952

PropertiesofNHCLigands----StericProperties8ThomasDrgeandFrankGlorius*,Angew.Chem.Int.Ed.2010,49,6940–6952Coneangle

PropertiesofNHCLigands----BondDissociationEnergy(BDE)

9ThomasDrgeandFrankGlorius*,Angew.Chem.Int.Ed.2010,49,6940–6952

ComparisonofNHCswithTertiaryPhosphanesasLigands10MichaelG.Organ,Angew.Chem.Int.Ed.2007,46,2768–2813

ComparisonofNHCswithTertiaryPhosphanesasLigandsPhosphanes:stericandelectroniceffectscannotbeseparatedNHCs:Nsubstituents,whichdeterminethestericbulkoftheligand;heterocyclicmoiety:electronicproperties。11MichaelG.Organ,Angew.Chem.Int.Ed.2007,46,2768–2813

ComparisonofNHCswithTertiaryPhosphanesasLigands12MichaelG.Organ,Angew.Chem.Int.Ed.2007,46,2768–2813

OutlineIntroductionPropertiesofNHCsNHCsasLigandsNHCsasorganocatalystsSummary13