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1、FluorescenceQuenchingandEnhancementbyH-bondingInteractionsinSomeNitrogenContainingFluorophoresCHANDANTAMULY,NILOTPALBAROOAH,MOITREELASKAR,RUPAMJ.SARMAandJUBARAJB.BARUAH*DepartmentofChemistry,IndianInstituteofTechnology,Guwahati781039,India(Received26October2005,9March2006;Accepted10Mar
2、ch2006)一些含氮熒光團(tuán)由于氫鍵相互作用而產(chǎn)生的熒光猝滅和增強(qiáng)Thebenzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one(1)showssolventdependentfluorescenceemission.Thecompoundshowsquenchingoffluorescenceemissiononinteractionwithpolyhydroxycompoundssuchas1,3-dihydroxybenzene,1,4-dihydroxybenzene.Theresultonfluorescence
3、quenchingisattributedtothehydrogenbondinginteractions.Similarobservationoffluorescencequenchingbyproticsolventisobservedwithisoindolo[2,1-a]perimidin-12-one(2).Inthecaseof2-(2-amino-phenyl)-isoindole-1,3-dione(3)enhancementoffluorescenceemissioninmethanolsolutionisobservedoverbenzeneso
4、lution.Thisisexplainedonthebasisofintermolecularhydrogenbonding.Thecrystalstructureofadductof1with1,3-dihydroxybenzene,1,4-dihydroxybenzenerespectivelyand3arereported.Keywords:Fluorescence;Quenching;H-bonding;Solvatochromicity苯并[二]苯并[4,5]咪唑[2,1-α]異喹啉-7-酮表明溶劑依賴熒光發(fā)射。這個(gè)化合物表明在與多羥基化合物反應(yīng)的熒光發(fā)
5、射的猝滅如1,3-苯二酚，1,4苯二酚，結(jié)果表明熒光猝滅是由于氫鍵相互作用。類似的觀察熒光猝滅是由質(zhì)子溶劑觀察isoindolo[2,1-a]perimidin-12-one(2).如2-(2-amino-phenyl)-isoindole-1,3-dione(3)在甲醇溶液中加強(qiáng)熒光發(fā)射是在苯溶液觀察的。這個(gè)解釋是建立在分子間氫鍵的基礎(chǔ)上。1分別與1,3-苯二酚，1,4苯二酚的加成化合物和3的晶體結(jié)構(gòu)是有報(bào)道的。INTRODUCTIONThereisadefiniteneedforunderstandingenhancementorquenchingoffluor
6、escenceemissionofafluorophorebyexternallyaddedsubstrate/s[1,2].Extensiveliteratureisavailableonthefluorescencepropertiesofnaphthalimidederivatives[3–9].Severalsuchstudiesaredevotedtoidentifyonandofffluorescencestatesinthesederivatives[10–13].However,therearelimitedstudiesonunderstandin
7、gfixedgeometryresponsibleforquenchingorenhancementoffluorescenceemission.Thisispredominantlybecauseofthefactthatsuchstudiesaregenerallyperformedinsolution.Insolutionthemoleculesarerelativelylooselybound,andthismakesitdifficulttoexplicitlydemonstratealltheweakinteractionssuchasp–porhy
