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1、Tetrahedron63(2007)54375449SynthesisandtheeffectofalkylchainlengthonoptoelectronicpropertiesofdiarylethenederivativesChunhongZheng,a,bShouzhiPu,a,b,*JingkunXu,aMingbiaoLuo,bbaDechaoHuangandLiangShenaJiangxiKeyLaboratoryofOrganicChemistry,JiangxiScience&Technolog
2、yNormalUniversity,FenlinStreet,Nanchang,Jiangxi330013,ChinabKeyLaboratoryofNuclearResourcesandEnvironmentofMinistryofEducation;CollegeofBiology,ChemistryandMaterialScience,EastChinaInstituteofTechnology,Fuzhou344000,ChinaReceived21February2007;revised11April2007
3、;accepted13April2007Availableonline20April2007AbstractPhotochromicsymmetricaldiarylethenederivatives1a6abearingdifferentlongalkylchainsat2-positionofthiopheneringshavebeensynthesizedandtheirstructureshavebeendeterminedbysingle-crystalX-raydiffractionanalysis.The
4、effectofalkylchainlengthontheiroptoelectronicproperties,suchasphotochromisminsolutionaswellasinthecrystallinephaseandelectrochemicalperformancewasinvestigatedindetail.Thesediaryletheneshaveshowedgoodphotochromicbehaviorbothinsolutionandinthesinglecrystallinephas
5、e.In-troductionofthelongalkylchainsat2-positionofbis(5-formyl-3-thienyl)perfluorocyclopenteneincreasedtheabsorptioncoefficientsofbothopen-andclosed-ringisomersandinducedbathochromicshiftsofthemaximalwavelengthabsorptionoftheclosed-ringisomers.Thelongalkylchainscan
6、alsodecreasethecyclization/cycloreversionquantumyieldsandtheoxidationpotentials.Thecyclicvoltammetryindicatedthatthebandgapofthesediarylethenederivativeswassignificantlyaffectedbythealkylchainlength.Ó2007ElsevierLtd.Allrightsreserved.1.Introductionarephotochemica
7、llyinactive.10Thephoto-generatedclosed-ringisomersofdiarylethenesshowedsomecolorsDuringthepastseveraldecades,varioustypesofphoto-withbroadabsorptionbandsinthevisibleregion,andtheychromiccompounds,suchasdiarylethenes,1fulgides,2andcouldregeneratetheiropen-ringiso
8、mersuponirradiationphenoxynaphthacenequinines,3havebeensynthesizedinwithappropriatewavelengthvisiblelight.Thereversibleanattempttoapplythesecompoundstooptoelectronicc
