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Rhodium(?)-Catalyzed C-H Functionalization With Weak Coordination Group As Directing Group

Posted on:2019-03-04Degree:MasterType:Thesis
Country:ChinaCandidate:B ZhangFull Text:PDF
GTID:2381330545477752Subject:Inorganic Chemistry
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Transition-metal-catalyzed C-H functionalization has been emerged as a novel strategy in the modern organic synthesis.Recently,Rh,Ir,Pd,Ru complexes have presented their great advantages in C-H bonds functionalization.because of their highly catalytic activity and good reaction stability.Rh complexes have increasingly attracted chemists' attention.This paper mainly focuses on Rh(?)-catalyzed C-H amination and arylation using N-pentafluorophenyl amides and carbonyl as directing group.In Chapter 1,we simply reviewed the Rh,Ir,Pd,Ru,Co-catalyzed C-H bond functionalization using carbonyl and amides as directing group.In Chapter 2,we reported the first example of carbonyl directed Rh(?)-catalyzed C-H arylation using silver carbonate as oxidant and 4-methoxycarbonylphenylboronic acid pinacol ester as coupling partner.With the optimization of reaction conditions,only mono-arylation product obtained,which have provided a novel and easy way to synthesis biphenyl's derivative.In Chapter 3,Rh catalyzed C-N bond building was achieved by using N-pentafluorophenyl benzamide as directing group,aniline(morpholine)as coupling partner and 2-methylquinoline as ligand.Meanwhile,heterocyclic substrates show great reaction ability in the reaction system.With conclusion of the work we have done,we hope to make a great breakthrough in Rh(?)catalyzed C-H functionalization using carbonyl as directing group:(1)Using different coupling partner to build C-X bonds.(2)Using transient intermediate ligands to achieve Rh(?)catalyzed carbonyl directed sp3 C-H functionalization.
Keywords/Search Tags:Rh(?)-catalyzed reactions, C-H functionalization, N-pentafluorophenyl amides, carbonyl
PDF Full Text Request
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