光學(xué)活性2，239;雙二苯基膦基1，139;聯(lián)萘binap的合成

1、武漢科技大學(xué)碩士學(xué)位論文光學(xué)活性2，2雙二苯基膦基1，1聯(lián)萘（BINAP）的合成姓名：王俊申請(qǐng)學(xué)位級(jí)別：碩士專業(yè)：環(huán)境工程指導(dǎo)教師：呂早生20061021第1I頁武漢科技大學(xué)碩士學(xué)位論文AbstractAsymmetriccatalysisishavingarevolutionaryimpactonthechemicalsynthesesofchiralcompoundsThechiralcatalysis11Binaphtholand

2、itsderivativesBINAPcomplexesisthemostsucceededcaseByapplyingthisasymmetricreaction，allimportantindustrialprocesswasrealizedItisdifficulttosynthesistheopticallyactiveBINOLandBINAPandthepriceisexpensiveForthisreason，theres

3、earchofthistechnologyhaveremainedlimitedinourcountryOwingtothevastforegroundoftheopticallyactiveBINAP，weproposedanovelsyntheticapproachtothiskeyintermediateThisthesisisstudythesynthesisofBINOLanditsopticalresolutionaccor

4、dingtopreviousresearchworkTheoxidativecouplingof2naphtholssuspendedinaqueoussolutioncontainingFe“，Theresultsundertraditionalconditionandmicrowaveradiationarecompared，themethodofmicrowaveradiationcanbeobviouslyshortenther

5、eactiontime，decreaseabout11／12，theoutputefficiencycanimprovednearly10％SyntheticofresolvingreagentusingEthanolassolventundermicrowaveradiationisthefirst，neitherneedthecontinuousandtemperaturecontrollablemicrowavereactorno

6、rneedreact34hoursSotherearehaveperfectappliedvolueunderexistingconditionTheopticalresolutionofBINOLhasbeenmadewith(8s，9R)一()一N—benzylcinchoniniumchlorideunderButylAcetateSynthesisoftheopticallyactive22’一bis(diphenylphosp

7、hino)一1，1’一binaphthyl(BINAP)isonthebasisofearliersyntheticroutesofBINAP，thestartingrawmaterialwaschangedandthecrucialstepswereimprovedUsing11binaphtholasstartingmaterial，effectestercondensationwithTrifluoromethaneSulfoni

8、cAcid，theoutputefficiencynearly90％NiCl26H20reactwithtriphenylphosphjneintheAceticacidsolutionunderroomtemperaturegetNiCl2。(PPh3)2theDiphenylphosphino’Soutputefficiencynearly70％FinallyusingNiCl2(PPh3)2，DABCOandDMFascataly

9、zerprocesscouplingreactiongained(s)一(_)一BINAPunderthesystemwithoutanywaterandoxygenInsteadofusingNiCl2‘(dppe)ascatalyst，thecouplingreactionWasconductedbyNiCl2‘(PPh3)2whichismoreaccessibleandthereactiontanssmoothlyButthis

10、methodhavenumeroussetps，needsiterativewash，extraction，leadtheefficiencyisverylowlyonly37％TheinfraredabsortionspectraofsamplesisbasicallyidenticaltothestandardsampleintheliteratureKeywords：Binaphthol(BINOL)；OpticitalActiv