胺为配体促进钯催化交叉偶联反应的研究有机化学专业论文.docxVIP

ABSTRACTPalladium—catalyzed ABSTRACT Palladium—catalyzed Sonogashira cross-coupling reactions of te姗．inal au(ynes with a叮1 halides aIld Suzul(i—Miyaura cross-coupling reaction of aryl halides wim organoboronic acids haVe been recognized as 盖 me imp。rtant meth。ds for the fonnati。n。f carbon—carbon b。nds．The contents of this dissertation mainly include me use of Ilitrogen—containiIlg compounds such as锄ines and pyrimidines as ligaIlds for me palladium catalyzed Cross-coupling reactions． 1．An inexpensiVe and highly emcient Pd(OAc)2／DABC0 catal舛ic system has been deVeloped f．or me Sonogashira couplings bet、Veen aryl halides and terminal alkynes．A combination of Pd(OAc)2 and DABC0 (仃iethylenediamine)was observed to fom an excellent catalytic system， which affords high TONs(tumoVer numbers，up to 720000 TONs for me reaction of p-nitroiodophen and phenylacetylene)f．or the Sonogashira cross—couplings of a眄l iodides and terminal aU(ynes． 2．An efjEicient aIld copper-仃ee Sonogashira cross—coupling reaction catalyzed by me Pd(OAc)2／pyrimidines catalytic system has been ，：≥ desc抽ed．A呵1i。dides aIld the activated哪l br。mine c。upled wim ‘ terminal alkynes were conducted smoomly in moderate to excellent yields using Pd(0Ac)2 and 2一aminopyrimidine一4，6一diol as the catalytic system． 3．2一Aminopyrimidine-4，6一diol was found as a sta【ble aIld e伍cient II ligand ligand for the Suzul(i—Miyaura cross—couplings of a巧l halides惭th a珂lboronic acids．In the presence of 3 mol％of Pd(0Ac)2 and 6 mol％ of 2一aminopyrimidine-4，6一diol，a Variety of ArX(X=I，Br，and C1)were coupled with arylboronic acids efjEiciently to o丘色r the corresponding J desired products in moderate to excellent yields．MoreoVer，high TONs ≯、 P (turnoVer numbers，TONs up to 1 000 000 for t11e reaction of iodobenZene with phenylboronic acid)f-0r the palladium-catalyzed Suzuki—Miyaura cross—couplings were obserVed Keyword： Palladium， Ligand， Cross—coupling reaction， Catalytic e伍ciency ．‘ 、一 ▲ III 胺为配体促进钯催化交叉偶联反应的研究第一章钯催化的Sonogashira和S