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1、FluorescenceQuenchingandEnhancementbyH-bondingInteractionsinSomeNitrogenContainingFluorophoresCHANDANTAMULY,NILOTPALBAROOAH,MOITREELASKAR,RUPAMJ.SARMAandJUBARAJB.BARUAH*DepartmentofChemistry,IndianInstituteofTechnology,Guwahati781039,India(Received26October2005,9March2006;Accepted10Mar
2、ch2006)一些含氮荧光团由于氢键相互作用而产生的荧光猝灭和增强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]异喹啉-7-酮表明溶剂依赖荧光发射。这个化合物表明在与多羟基化合物反应的荧光发
5、射的猝灭如1,3-苯二酚，1,4苯二酚，结果表明荧光猝灭是由于氢键相互作用。类似的观察荧光猝灭是由质子溶剂观察isoindolo[2,1-a]perimidin-12-one(2).如2-(2-amino-phenyl)-isoindole-1,3-dione(3)在甲醇溶液中加强荧光发射是在苯溶液观察的。这个解释是建立在分子间氢键的基础上。1分别与1,3-苯二酚，1,4苯二酚的加成化合物和3的晶体结构是有报道的。INTRODUCTIONThereisadefiniteneedforunderstandingenhancementorquenchingoffluor
6、escenceemissionofafluorophorebyexternallyaddedsubstrate/s[1,2].Extensiveliteratureisavailableonthefluorescencepropertiesofnaphthalimidederivatives[3–9].Severalsuchstudiesaredevotedtoidentifyonandofffluorescencestatesinthesederivatives[10–13].However,therearelimitedstudiesonunderstandin
7、gfixedgeometryresponsibleforquenchingorenhancementoffluorescenceemission.Thisispredominantlybecauseofthefactthatsuchstudiesaregenerallyperformedinsolution.Insolutionthemoleculesarerelativelylooselybound,andthismakesitdifficulttoexplicitlydemonstratealltheweakinteractionssuchasp–porhy
