芳甲基溴在溶液中的光化學(xué).pdf

1、中國科學(xué)技術(shù)大學(xué)碩士學(xué)位論文芳甲基溴在溶液中的光化學(xué)姓名：畢乃民申請學(xué)位級別：碩士專業(yè)：有機(jī)化學(xué)指導(dǎo)教師：宋欽華20090501AbstractABSTRACTThephotochemicalreactionsofarylmethylcompoundsgiveproductsfrombothintermediatearylmethylradicalandionpairsTypicalradicalcouplingandhydrogena

2、tomabstractionproductsaleobtainedfromtheradicalpairInprotic，nucleophilicsolventstheionpairistrappedbythesolventtogivesubstitutionproductsThecompetitionbetweenthepathwaysforformationofthesecriticalintermediatesisdependent

3、onmanyfactorsincludingtheleavinggroup，thearomaticring，thesolvent，andthemultiplicityoftheexcitedstateinvolved(singletversustriplet)Thisarticlemainlystudythephotobehaviorofarylmethylbromidesfromthetwoaspects1Photochemicalb

4、ehaviorof2(1bromoethyl)anthraquinonewasinvestigatedinvarioussolvents，includingcyclohexane，benzene，dioxane，acetonitrileandacetonitrile／n20(3：1)Photoproductsandtheirratioweremeasuredandthereactionpathwayswereelucidatedindi

5、fferentsolventsIonicorradicalproductproportionwasinfluencedbypolarityofsolventsIrradiationof2(1bromoethyl)anthraquinoneinpolarsolventsproducepredominantlythenucleophilicsubstitutionproduct2(1hydroxyethyl)anthraquinoneand

6、aRitterproduct2(1一acetamidoethyl)anthraquinoneforacetontrile，whereasirradiationinnonpolarsolventsprincipallygavethereductionproduct2ethylanthraquinoneandtheradicaladditionproduct2(2一bromoethyl)anthraquinoneTheelimination

7、product2vinylanthraquinonecouldresultfromirradiationineitherpolarsolventsornonpolarsolvent2AphotoRitterreactionof肌earylmethylbromidesCallOccurinacetonitriletogiveacetamidesTheintermediates，carbocations，whichareformedfrom

8、photoinducedheterolyticcleavageofCBrbond，aretrappedbyacetonitrile，andsequenthydrolysistogeneratethecorrespondingacetamidesKeywordssolventeffectintermediatesradicalintermediatesionicpairsRitterreactionarylrnethylbromidesa