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时间:2019-08-09
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1、OrganicChemistryPortal有机化学门户Reactions>>NameReactions反应>>人名反应FurtherInformation更多信息Literature文学Sponsor:赞助商:RelatedReactions相关反应HiyamaCoupling桧山耦合KumadaCoupling熊田耦合MiyauraBorylationReaction宫Borylation反应NegishiCoupling根岸耦合StilleCoupling斯泰尔耦合SuzukiCouplingSuzuki偶联TheschemeaboveshowsthefirstpublishedSuzu
2、kiCoupling,whichisthepalladium-catalysedcrosscouplingbetweenorganoboronicacidandhalides.该计划显示的是铃木首次公布耦合,这是钯催化和卤化物交叉耦合organoboronic酸。Recentcatalystandmethodsdevelopmentshavebroadenedthepossibleapplicationsenormously,sothatthescopeofthereactionpartnersisnotrestrictedtoaryls,butincludesalkyls,alkenylsa
3、ndalkynyls.最近的催化剂和方法的发展有可能的应用极大地扩大了,这样的合作伙伴范围的反应并不限于aryls,但包括烷基,alkenyls和alkynyls。Potassiumtrifluoroboratesandorganoboranesorboronateestersmaybeusedinplaceofboronicacids.钾trifluoroborates和organoboranes或硼酯酸可用于代替硼酸。Somepseudohalides(forexampletriflates)mayalsobeusedascouplingpartners.有些pseudohalides(例
4、如triflates)也可以被用来作为耦合伙伴。MechanismoftheSuzukiCoupling铃木耦合机理研究OnedifferencebetweentheSuzukimechanismandthatoftheStilleCouplingisthattheboronicacidmustbeactivated,forexamplewithbase.一个耦合机制之间的差额,而铃木在寂静的是,必须激活硼酸基地,例如。Thisactivationoftheboronatomenhancesthepolarisationoftheorganicligand,andfacilitatestran
5、smetallation.这种激活的硼原子提高了两极分化的有机配体,并促进transmetallation。Ifstartingmaterialsaresubstitutedwithbaselabilegroups(forexampleesters),powderedKFeffectsthisactivationwhileleavingbaselabilegroupsunaffected.如果原料的替代效应与基不稳定组(例如酯),这种活化粉末氟化钾不稳定而离开基地组织的影响。Inpartduetothestability,easeofpreparationandlowtoxicityofthe
6、boronicacidcompounds,thereiscurrentlywidespreadinterestinapplicationsoftheSuzukiCoupling,withnewdevelopmentsandrefinementsbeingreportedconstantly.在某种程度上,由于稳定,易于制备和酸的化合物毒性低的硼酸,目前广泛关注的耦合应用的铃木改进,新的发展和不断被报道。RecentLiterature最近的文献Alkyl-AlkylSuzukiCross-CouplingsofUnactivatedSecondaryAlkylHalidesatRoomTemp
7、erature烷基烷基铃木交叉联轴器未活化在室温中卤代烃B.Saito,GCFu,J.二斋藤,气相色谱富,学者Am.上午。Chem.化学。Soc.,2007,129,9602-9603.片上系统。,2007,129,9602-9603。BoronicAcids:NewCouplingPartnersinRoom-TemperatureSuzukiReactionsofAlkylBromides.硼
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