Comprehensive Organometallic Chemistry IV. Volume 4: Groups 3 to 4 and the f elements - Part 2 PDF
Preview Comprehensive Organometallic Chemistry IV. Volume 4: Groups 3 to 4 and the f elements - Part 2
COMPREHENSIVE ORGANOMETALLIC CHEMISTRY IV COMPREHENSIVE ORGANOMETALLIC CHEMISTRY IV EDITORS-IN-CHIEF GERARD PARKIN Department of Chemistry, Columbia University, New York, NY, United States KARSTEN MEYER Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität, Erlangen, Germany DERMOT O’HARE Department of Chemistry, University of Oxford, Oxford, United Kingdom VOLUME 4 GROUPS 3 TO 4 AND THE f ELEMENTS - PART 2 VOLUME EDITORS DAVID P. MILLS STEPHEN T. LIDDLE Department of Chemistry, The University of Manchester, Manchester, United Kingdom Elsevier Radarweg29,POBox211,1000AEAmsterdam,Netherlands TheBoulevard,LangfordLane,Kidlington,OxfordOX51GB,UnitedKingdom 50HampshireStreet,5thFloor,Cambridge,MA02139,UnitedStates Copyright©2022ElsevierLtd.Allrightsreserved Nopartofthispublicationmaybereproducedortransmittedinanyformorbyanymeans,electronicormechanical,including photocopying,recording,oranyinformationstorageandretrievalsystem,withoutpermissioninwritingfromthepublisher.Detailsonhow toseekpermission,furtherinformationaboutthePublisher’spermissionspoliciesandourarrangementswithorganizationssuchasthe CopyrightClearanceCenterandtheCopyrightLicensingAgency,canbefoundatourwebsite:www.elsevier.com/permissions. ThisbookandtheindividualcontributionscontainedinitareprotectedundercopyrightbythePublisher(otherthanasmaybenoted herein). 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LibraryofCongressCataloging-in-PublicationData AcatalogrecordforthisbookisavailablefromtheLibraryofCongress BritishLibraryCataloguing-in-PublicationData AcataloguerecordforthisbookisavailablefromtheBritishLibrary ISBN978-0-12-820206-7 Forinformationonallpublicationsvisitour websiteathttp://store.elsevier.com Publisher:OliverWalter AcquisitionEditor:BlerinaOsmanaj ContentProjectManager:ClaireByrne AssociateContentProjectManager:FahmidaSultana Designer:ChristianBilbow CONTENTS OF VOLUME 4 EditorBiographies vii ContributorstoVolume4 xiii Preface xv 4.01 Buta-andPentadienylComplexesoftheGroup3MetalsandLanthanides 1 DorotheaSchädleandReinerAnwander 4.02 Buta-andPenta-DienylComplexesoftheActinides 29 JoyHFarnaby,TajrianChowdhury,SamuelJHorsewill,andBradleyWilson 4.03 Buta-andPenta-DienylComplexesoftheGroup4Metals 82 DennisMSeth,EvanABeretta,andRoryWaterman 4.04 CyclopentadienylsandPhospholylsoftheGroup3MetalsandLanthanides 98 FlorianBenner,FrancisDelanoIV,ElizabethRPugliese,andSelvanDemir 4.05 Cyclopentadienylandphospholylcompoundsinorganometallicactinidechemistry 185 AlexanderJGremillionandJustinRWalensky 4.06 CyclopentadienylandPhospholylComplexesoftheGroup4Metals 248 AlexanderFRKilpatrickandFMarkChadwick 4.07 AreneComplexesoftheGroup3MetalsandLanthanides 405 FGeoffreyNClokeandNikolaosTsoureas 4.08 AreneComplexesoftheActinides 460 JonathanDCryerandStephenTLiddle 4.09 AreneComplexesoftheGroup4Metals 502 SkyeFortier,AlejandraGomez-Torres,andCarlosSaucedo 4.10 LargerAromaticComplexesoftheGroup3MetalsandLanthanides 550 OlehStetsiuk,ValeriuCemortan,ThomasSimler,andGrégoryNocton 4.11 LargerAromaticComplexesoftheActinides 582 OlafWalter 4.12 LargerAromaticComplexesoftheGroup4Metals 607 PhilipMountford v EDITOR BIOGRAPHIES Editors in Chief KarstenMeyerstudiedchemistryattheRuhrUniversityBochumandperformed his Ph.D. thesis work on the molecular and electronic structure of first-row transition metal complexes under the direction of Professor Karl Wieghardt at the Max Planck Institute in Mülheim/Ruhr (Germany). He then proceeded to gainresearchexperienceinthelaboratoryofProfessorChristopherCumminsat theMassachusettsInstituteofTechnology(USA),whereheappreciatedtheartof synthesisanddevelopedhispassionforthecoordinationchemistryandreactivity ofuraniumcomplexes.In2001,hewasappointedtotheUniversityofCalifornia, SanDiego,asanassistantprofessorandwasnamedanAlfredP.SloanFellowin 2004. In 2006, he accepted an offer (C4/W3) to be the chair of the Institute of Inorganic & General Chemistry at the Friedrich-Alexander-University Erlangen- Nürnberg (FAU), Germany. Among his awards and honors, he was elected a lifetime honorary member of the Israel Chemical Society and a fellow of the Royal Society of Chemistry (UK). Karsten received the Elhuyar-Goldschmidt Award from the Royal Society of Chemistry of Spain, the Ludwig Mond Award from the RSC (UK), and the Chugaev Commemorative Medal fromtheRussianAcademyofSciences.Hehasalsoenjoyedvisitingprofessorshippositionsattheuniversitiesof Manchester(UK)andToulouse(F)aswellastheNagoyaInstituteofTechnology(JP)andETHZürich(CH). TheMeyerlabresearchfocusesonthesynthesisofcustom-tailoredligandenvironmentsandtheirtransition andactinidemetalcoordinationcomplexes.Thesecomplexesoftenexhibitunprecedentedcoordinationmodes, unusual electronic structures, and, consequently, enhanced reactivities toward small molecules of biological and industrial importance. Interestingly, Karsten’s favorite molecule is one that exhibits little reactivity: the T symmetricU(dbabh) . h 6 DermotO’HarewasborninNewry,CoDown.HestudiedatBalliolCollege, Oxford University, where he obtainedhisB.A., M.A.,and D.Phil. degreesunder the direction of Professor M.L.H. Green. In 1985, he was awarded a Royal Commission of 1851 Research Fellowship, during this Fellowship he was a visiting research fellow at the DuPont Central Research Department, Wilming- ton, Delaware in 1986–87 in the group led by Prof. J.S. Miller working on molecular-based magnetic materials. In 1987 he returned to Oxford to a short-termuniversitylectureshipandin1990hewasappointedtoapermanent university position and a Septcentenary Tutorial Fellowship at Balliol College. HehaspreviouslybeenhonoredbytheInstitütdeFrance,AcadémiedesSciences as a leading scientist in Europe under 40 years. He is currently professor of organometallic and materials chemistry in the Department of Chemistry at the UniversityofOxford.Inaddition,heiscurrentlythedirectoroftheSCG-Oxford Centreof Excellencefor chemistry andassociatehead for business &innovation in the Mathematics, Physical andLifeSciencesDivision.Heleadsamultidisciplinaryresearchteamthatworksacrossbroadareasofcatalysis andnanomaterials.His research isspecificallytargetedatfinding solutionstoglobalissuesrelating toenergy, zerocarbon,andthecirculareconomy.Hehasbeenawardednumerousawardsandprizesforhiscreativeand vii viii EditorBiographies ground-breaking work in inorganic chemistry, including the Royal Society Chemistry’s Sir Edward Frankland Fellowship,LudwigMondPrize,TildenMedal,andAcademia–IndustryPrizeandtheExxonEuropeanChem- icalandEngineeringPrize. Gerard Parkin received his B.A., M.A., and D.Phil. degrees from the Queen’s College,OxfordUniversity,wherehecarriedoutresearchundertheguidanceof Professor Malcolm L.H. Green. In 1985, he moved to the California Institute of Technology as a NATO postdoctoral fellow to work with Professor John E. Bercaw. He joined the Faculty of Columbia University as assistant professor in 1988 and was promoted to associate professor in 1991 and to professor in 1994.HeservedaschairmanoftheDepartmentfrom1999to2002.Hehasalso servedaschairoftheNewYorkSectionoftheAmericanChemicalSociety,chair oftheInorganic ChemistryandCatalyticScienceSectionoftheNewYorkAcad- emyofSciences,chairoftheOrganometallicSubdivisionoftheAmericanChem- ical Society Division of Inorganic Chemistry, and chair of the Gordon Research ConferenceinOrganometallicChemistry. HeisanelectedfellowoftheAmericanChemicalSociety,theRoyalSocietyof Chemistry, and the American Association for the Advancement of Science, and is the recipient of a variety of internationalawards,includingtheACSAwardinpurechemistry,theACSAwardinorganometallicchemistry, theRSCCordayMorganMedal,theRSCAwardinorganometallicchemistry,theRSCLudwigMondAward,and the RSC Chem Soc Rev Lecture Award. He is also the recipient of the United States Presidential Award for Excellence in Science, Mathematics and Engineering Mentoring,the United States Presidential FacultyFellow- ship Award, the James Flack Norris Award for Outstanding Achievement in the Teaching of Chemistry, the Columbia University Presidential Award for Outstanding Teaching, and the Lenfest Distinguished Columbia FacultyAward. Hisprincipalresearchinterestsareintheareasofsynthetic,structural,andmechanisticinorganicchemistry. Volume Editors Simon Aldridge is professor of chemistry at the University of Oxford and director of the UKRI Centre for Doctoral Training in inorganic chemistry for Future Manufacturing. Originally from Shrewsbury, England, he received both hisB.A.andD.Phil.degreesfromtheUniversityofOxford,thelatterin1996for work on hydride chemistry under the supervision of Tony Downs. After post-doctoral work as a Fulbright Scholar at Notre Dame with Tom Fehlner, and at Imperial College London (with Mike Mingos), he took up his first aca- demic position at Cardiff University in 1998. He returned to Oxford in 2007, beingpromotedtofullprofessorin2010.Prof.Aldridgehaspublishedmorethan 230 papers to date and is a past winner of the Dalton Transactions European Lectureship (2009), the Royal Society of Chemistry’s Main Group Chemistry (2010)andFranklandAwards(2018),andtheForschungspreisoftheAlexander vonHumboldtFoundation(2021).Prof.Aldridge’sresearchinterestsareprimar- ily focused on main group organometallic chemistry, and in particular the development of compounds with unusualelectronicstructure,andtheirapplicationsinsmallmoleculeactivationandcatalysis(website:http:// aldridge.web.ox.ac.uk). (Picturecredit:JohnCairns) EditorBiographies ix EszterBorosisassociateprofessorofchemistryatStonyBrookUniversitywith courtesyappointmentsinradiologyandpharmacologyatStonyBrookMedicine. EszterobtainedherM.Sc.(2007)attheUniversityofZurich,Switzerlandandher Ph.D.(2011)inchemistryfromtheUniversityofBritishColumbia,Canada.She was apostdoc (2011–15)and later instructor (2015–17) inradiology at Massa- chusetts General Hospital and Harvard Medical School. In 2017, Eszter was appointed as assistant professor of chemistry at Stony Brook University, where her research group develops new approaches to metal-based diagnostics and therapeutics at the interfaces of radiochemistry, inorganic chemistry and medi- cine.Herlab’sworkhasbeenextensivelyrecognized;Eszterholdsvariousmajor federal grants (NSF CAREER Award, NIH NIBIB R21 Trailblazer, NIH NIGMS R35 MIRA) and has been named a 2020 Moore Inventor Fellow, the 2020 Jonathan L. Sessler Fellow (American Chemical Society, Inorganic Division), recipient of a 2021 ACS Infectious Diseases/ACS Division of Biological Chemistry Young Investigator Award (AmericanChemicalSociety),andwasalsonameda2022AlfredP.SloanResearchFellowinchemistry. ScottR.DalyisassociateprofessorofchemistryattheUniversityofIowain the United States. After spending 3 years in the U.S. Army, he obtained his B.S. degree in chemistry in 2006 from North Central College, a small liberal arts college in Naperville, Illinois. He then went on to receive his Ph.D. at the University of Illinois at Urbana-Champaign in 2010 under the guidance of Professor Gregory S. Girolami. His thesis research focused on the synthesis and characterizationofchelatingborohydrideligandsandtheiruseinthepreparation ofvolatilemetalcomplexesforchemicalvapordepositionapplications.In2010, he began working as a Seaborg postdoctoral fellow with Drs. Stosh A. Kozimor and David L. Clark at Los Alamos National Laboratory in Los Alamos, New Mexico. His research there concentrated on the development of ligand K-edge X-rayabsorptionspectroscopy(XAS)toinvestigatecovalentmetal–ligandbond- ing and electronic structure variations in actinide, lanthanide, and transition metal complexes with metal extractants. He started his independent career in 2012 at George Washington UniversityinWashington,DC,andmovedtotheUniversityofIowashortlythereafterin2014. Hiscurrentresearchinterestsfocusonsyntheticcoordinationchemistryandliganddesignwithemphasison the development of chemical and redox noninnocent ligands, mechanochemical synthesis and separation methods,andligandK-edgeXAS.HisresearchandoutreacheffortshavebeenrecognizedwithanOutstanding Faculty/Staff Advocate Award from the University of Iowa Veterans Association (2016), a National Science FoundationCAREERAward(2017),andaHawkeyeDistinguishedVeteransAward(2018).Hewaspromotedto associateprofessorwithdistinctionasaCollegeofLiberalArtsandSciencesDeansScholarin2020. Lena J. Daumann is currently professor of bioinorganic and coordination chemistryattheLudwigMaximilianUniversitätinMunich.Shestudiedchemistry attheUniversityofHeidelbergworkingwithProf.PeterCombaandsubsequently conducted her Ph.D. at the University of Queensland (Australia) from 2010 to 2013holdingIPRSandUQCentennialfellowships.In2013shewaspartofthe AustralianDelegationforthe63rdLindauNobelLaureatemeetinginchemistry. FollowingpostdoctoralstaysatUCBerkeleywithProf.KenRaymond(2013–15) and in Heidelberg, funded by the Alexander von Humboldt Foundation, she started her independent career at the LMU Munich in 2016. Her bioinorganic researchgroupworksonelucidatingtheroleoflanthanidesforbacteriaaswellas onironenzymesandsmallbiomimeticcomplexesthatplayaroleinepigenetics and DNA repair. Daumann’s teaching and research have been recognized with numerousawardsandgrants.AmongthemarethenationalArsLegendiPrizefor chemistry and the Therese von Bayern Prize in 2019 and the Dozentenpreis of the “Fonds der Chemischen Industrie“ in 2021. In 2018 she was selected as fellow for the Klaus Tschira Boost Fund by the German Scholars Organisationandin2020shereceivedaStartinggrantoftheEuropeanResearchCounciltostudytheuptakeof lanthanidesbybacteria. x EditorBiographies DerekP.GateshailsfromHalifax,NovaScotia(Canada)wherehecompleted his B.Sc. (Honours Chemistry) degree at Dalhousie University in 1993. He completed his Ph.D. degree under the supervision of Professor Ian Manners at the University of Toronto in 1997. He then joined the group of Professor Maurice Brookhart as an NSERC postdoctoral fellow at the University of North CarolinaatChapelHill(USA).Hebeganhisindependentresearchcareerin1999 as an assistant professor at the University of British Columbia in Vancouver (Canada). He has been promoted through the ranks and has held the position ofprofessorofchemistrysince2011.AtUBC,hehasreceivedtheScienceUnder- graduate Society—Teaching Excellence Award, the Canadian National Commit- tee for IUPAC Award, and the Chemical Society of Canada—Strem Chemicals Award for pure or applied inorganic chemistry. His research interests bridge the traditional fields of inorganic and polymer chemistry with particular focus on phosphorus chemistry. Key topics include the discovery of novel structures, unusual bonding, new reactivity, alongwithapplicationsincatalysisandmaterialsscience. PatrickHollandperformedhisPh.D.researchinorganometallicchemistryatUC Berkeley with Richard Andersen and Robert Bergman. He then learned about bioinorganic chemistry through postdoctoral research on copper-O and 2 copper-thiolatechemistrywithWilliamTolmanattheUniversityofMinnesota. His independent research at the University of Rochester initially focused on systematic development of the properties and reactions of three-coordinate complexes of iron and cobalt, which can engage in a range of bond activation reactionsandorganometallictransformations.Sincethen,hisresearchgrouphas broadened its studies to iron-N chemistry, reactive metal–ligand multiple 2 bonds, iron–sulfur clusters, engineered metalloproteins, redox-active ligands, and solar fuel production. In 2013, Prof. Holland moved to Yale University, whereheisnowConkeyP.WhiteheadProfessorofChemistry.Hisresearchhas beenrecognizedwithanNSFCAREERAward,aSloanResearchAward,Fulbright andHumboldtFellowships,aBlavatnikAwardforYoungScientists,andwaselectedasfellowoftheAmerican Association for the Advancement of Science. In the area of N reduction, hisgroup has established molecular 2 principles to weaken and break the strong N–N bond, in order to use this abundant resource for energy and synthesis.Hisgrouphasmadeaparticularefforttogainaninsightintoironchemistryrelevanttonitrogenase, the enzyme that reduces N in nature. His group also maintains an active program in the use of inexpensive 2 metals for transformations of alkenes. Mechanistic details are a central motivation to Prof. Holland and the wonderfulgroupofover80studentswithwhomhehasworked. SteveLiddlewasborninSunderlandintheNorthEastofEnglandandgained hisB.Sc.(Hons)andPh.D.fromNewcastleUniversity.Afterpostdoctoralfellow- ships at Edinburgh, Newcastle, and Nottingham Universities he began his inde- pendentcareeratNottinghamUniversityin2007withaRoyalSocietyUniversity Research Fellowship. This was held in conjunction with a proleptic Lectureship andhewaspromotedthroughtherankstoassociateprofessorandreaderin2010 andprofessorofinorganicchemistryin2013.HeremainedatNottinghamuntil 2015 when he was appointed professor and head of inorganic chemistry and co-director ofthe CentreforRadiochemistry Researchat TheUniversityofMan- chester.HehasbeenarecipientofanEPSRCEstablishedCareerFellowshipand ERCStarterandConsolidatorgrants.HeisanelectedfellowofTheRoyalSociety of Edinburgh and fellow of the Royal Society of Chemistry and he is vice president to the Executive Committee of the European Rare Earth and Actinide Society. His principal research interests are focused on f-element chemistry, involving exploratory synthetic chemistrycoupledtodetailedelectronicstructureandreactivitystudiestoelucidatestructure-bonding-property relationships. He is the recipient of a variety of prizes, including the IChemE Petronas Team Award for Excellence in Education and Training, the RSC Sir Edward Frankland Fellowship, the RSC Radiochemistry EditorBiographies xi Group Bill Newton Award, a 41st ICCC Rising Star Award, the RSC Corday-Morgan Prize, an Alexander von Humboldt Foundation Friedrich Wilhelm Bessel Research Award, the RSC Tilden Prize, and an RSC Dalton DivisionHorizonTeamPrize.Hehaspublishedover220researcharticles,reviews,andbookchapterstodate. DavidLiptrotreceivedhisMChem(Hons)inchemistrywithIndustrialTrain- ingfromtheUniversityofBathin2011andremainedtheretoundertakeaPh.D. ongroup2catalysisinthelaboratoryofProfessorMikeHill.Aftercompletingthis in2015hetookupaLindemannPostdoctoralFellowshipwithProfessorPhilip PowerFRS(UniversityofCalifornia,Davis,USA).In2017hebeganhisindepen- dentcareerreturningtotheUniversityofBathandin2019wasawardedaRoyal Society University Research Fellowship. His interests concern new synthetic methodologies to introduce main group elements into functional molecules andmaterials. David P. Mills hails from Llanbradach and Caerphilly in the South Wales Valleys.HecompletedhisMChem(2004)andPh.D.(2008)degreesatCardiff University, with his doctorate in low oxidation state gallium chemistry super- visedbyProfessorCameronJones.HemovedtotheUniversityofNottingham in 2008 to work with Professor Stephen Liddle for postdoctoral studies in lanthanide and actinide methanediide chemistry. In 2012 he moved to the UniversityofManchestertostarthisindependentcareerasalecturer,wherehe hassincebeenpromotedtofullprofessorofinorganicchemistryin2021. Althoughheisinterestedinallaspectsofnonaqueoussyntheticchemistryhis researchinterestsarecurrentlyfocusedonthesynthesisandcharacterizationof f-blockcomplexeswithunusualgeometriesandbondingregimes,withtheaim of enhancing physicochemical properties. He has been recognized for his con- tributions to both research and teaching with prizes and awards, including a Harrison-MeldolaMemorialPrize(2018),theRadiochemistryGroupBillNewtonAward(2019),andaTeam Member of the Molecular Magnetism Group for the Dalton Division Horizon Prize (2021) from the Royal Society of Chemistry. He was a Blavatnik Awards for Young Scientists in the United Kingdom Finalist in Chemistryin2021andhecurrentlyholdsaEuropeanResearchCouncilConsolidatorGrant. Ian Tonks is the Lloyd H. Reyerson professor at the University of Minneso- taTwin Cities, and associate editor for the ACS journal Organometallics. He received his B.A. in chemistry from Columbia University in 2006 and per- formed undergraduate research with Prof. Ged Parkin. He earned his Ph.D. in 2012 from the California Institute of Technology, where he worked with Prof. JohnBercawonolefinpolymerizationcatalysisandearlytransitionmetal-ligand multiplybonded complexes.AfterpostdoctoralresearchwithProf. ClarkLandis attheUniversityofWisconsin,Madison,hebeganhisindependentcareeratthe UniversityofMinnesotain2013andearnedtenurein2019.Hiscurrentresearch interestsarefocusedonthedevelopmentofearthabundant,sustainablecatalytic methods using early transition metals, and also on catalytic strategies for incor- poration of CO into polymers. Prof. Tonks’ work has recently been recognized 2 with an Outstanding New Investigator Award from the National Institutes of Health, an Alfred P. Sloan Fellowship, a Department of Energy CAREER award, and the ACS Organometallics Distinguished Author Award, among others. Additionally, Prof. Tonks’ service toward improving academic safety culture was recently recognized with the 2021 ACS Division of Chemical Health and Safety Graduate FacultySafetyAward.
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