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1、JournalofMolecularCatalysisA:Chemical1291998L123±L125.LetterCyclodextrinsinreactionsofalcoholswithaqueoushypochlorite:catalystsorreactants?RyanS.Hays,G.PaulHobbs,MassaranKourouma,JenniferJ.Ries,TimothyM.)Ste.Marie,SusanK.M.Sherwood,R.G.LandoltDepartmentofChemistry,TexasWesleyanUniÍer
2、sity,FortWorth,TX76105,USAReceived25August1997;accepted25November1997Abstractb-Cyclodextrin,acyclicoligosacchariderpolyalcohol,reactswithaqueoussodiumhypochloriteatelevatedtempera-tures,resultinginadropinthepHofthemedium.Hypochlorite-inducedoxidationsof1-phenyl-1-propanolorbenzylalcoh
3、olinthepresenceofthecyclicoligosaccharideareenhancedbyloweringofpHratherthanbyinversephasetransfercatalysis.ThesecondaryalcoholisinertinaqueoushypochloritemaintainedathighpH,eveninpresenceofthecyclodextrin.MorerapidandefficientoxidationsmaybeeffectedbypHcontrolthanbyheatingandroraddit
4、ionofb-cyclodextrin.q1998ElsevierScienceB.V.Keywords:Aqueous;Benzylalcohol;b-Cyclodextrin;Hypochlorite;Inversephasetransfercatalyst;Oxidation;pH;1-Phenyl-1-propanol;PropiophenoneThecyclicoligosaccharide,b-cyclodextrin,andproducesproducts,thecourseaswellasthehasbeenwidelyusedtopromoter
5、eactivityasakineticsofhypochloritereactionswithsimplecatalyst1.Recentarticlesinthisjournalhavewxalcoholsassubstrateswellmightbeinfluenced.describedenhancedoxidationofalcoholstocor-Aseriesofreactionshasbeenconductedtorespondingaldehydeandketoneproductsbyidentifythekeyreactionparameters
6、insuchsodiumandcalciumhypochloriteinthepres-reactions.Significantly,thepHofthemediumenceofb-cyclodextrin2,3.Ineachofthesewxemployedhasbeenfoundtobemorecrucialcases,enhancedreactivitywasattributedtoin-thaneitherb-cyclodextrinorelevatedtempera-volvementoftheb-cyclodextrinfunctioningastu
7、reintheoxidationof1-phenyl-1-propanol,I,aninversephasetransfercatalyst.However,orbenzylalcohol,II,withaqueoussodiumsincetheoligosaccharideitselfisapolyalcohol,hypochlorite.Specifically,compoundIwasal-thedistinctlikelihoodexitsthattheb-cyclo-mostinerttoaqueoussodiumhypochloriteindextri
8、nisar