Ene and Retro-Ene Reactions in Group 14 Organometallic Chemistry.pdf

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1、Chem.Rev.1987,87.319-334319EneandRetro-EneReactionsinGroup14OrganometallicChemistryJACQUESDUBAC'andANDRELAPORTERIELahatokedesOrganom6taMqws,Unk6ass+auCNRSNo.477,Universit6PaukS.¶bat&r,31062-Touhn~seCed8.r.FranceReceivedJury14,1986(RevisedManuscriptReceivedOctober13,1986

2、)Contents1.Intrcduction31911.Group14OrganometallicEnes320A.AliylsilanesandAllylgermanes320B.Vinyisilanes320C.Allenylsilanes320D.SilacycloalkenesandOermacycioalkenes320E.Enoxysilanes321F.Silenes321111.Group14OrganometallicEnophiles321A.VinylsilanesandVinylgermanes321B.De

3、rivativesHavingaMultipleBondto321SiliconorGermaniumJacquesDubacwasbomIn1938InGrenade-surGamnne.France.IV.Mechanisms326HereceivedthediplomaLicenceBsSciencesPhysiquesfromA.OrganometallicEnes:H-Eneand326Unlversit6Paul-SabatierinToulouse,andtheDoctoratd'EtatdeMetallo-EneRea

4、ctbnsSciencesPhysiques(in1969)fromthesameuniversityunderthe1.GeneralData326directnnofProfesswMlchelLesbreandDr.PierreMazerolles.Hisdoctoralworkinvolvedthesynthesisandreactivityofgermacy-2.KineticAspects327cloalcanes,particularlythegermacyclobutanes.HebecamePr-3.Regioche

5、mistry326fessoratUniversit6PauCSabatierin1980.Dr.Dubac'sprincipal4.H-EneandMetallo-EneReactions328researchimerestarethesynthesisofmaingrouporganometallics.5.Conclusion330especiallysiliconandgermaniumheterocyclics.HishobbiesarecyclinginthePyr6n6esandthepreparationofculin

6、arydelightsE.OrganometallicEnophiles330baseduponGascogneduck.V.Retro-EneReactions331VI.ConclusionsandPerspectlves332VII.Addendum332I.IntmductlonTheenereaction,definedbyAlder'asbeinganin-directsubstitutiveaddition,isthereactionofanolefincontaininganallylichydrogen(theene

7、)withacom-poundhavingamultiplebond(theenophile).H.AndreLaporterlewasbornin1944inCaussade-RlviBre.ThisreactionresemblesothercycloadditionswithaHautes-Fyr6nBes.France.HeobtainedhisLicence6sSciencessix-electrontransfersuchastheDiels-AlderreactionPhysiquesatUniversit6Paul-S

8、abatierin1965.In1968.uponandthesigmatropic1,bmigrationofhydrogen:completionofresearchworkonthesynthesisofsilyl