Earth-abundant metal catalyzed hydrosilylative reduction of various functional groups

Abstract

NHCN-heterocyclic carbenenNHCnormal N-heterocyclic carbeneaNHCabnormal N-heterocyclic carbenePLY9-hydroxy-1H-phenalenoneIMes1,3‐bis(2,4,6‐trimethylphenyl)imidazol‐2‐ylideneIAd1,3-bis(1-adamentyl) imidazol-2-ylideneSIMes1,3‐bis(2,4,6‐trimethylphenyl)imidazolin‐2‐ylideneIPr1,3-bis(diisopropylphenyl)imidazolylideneItBu1,3-bis(tert-butyl)imidazol-2-ylideneIMes·HClN,N′-bis-mesityl-imidazolium chlorideSIPrN,N-bis(2,6-diisopropyl)phenyl-substituted NHCeVelectron voltArarylmgmilligram/milligramsDMSOdimethyl sulfoxideTHFtetrahydrofuranACNAcetonitrileCD3CNacetonitrile‑d3DMFdimethylformamideToltolueneEtOHethanolMeOHmethanolHClhydrochloric acidDCMdichloromethaneOEt2diethyletherTMEDAtetramethylethylenediamineDCEdichloroethaneC6H6benzeneMTBEmethyl tert-butyl etherMesmesityl/2,4,6-trimethylphenylKOtBupotassium tert-butoxideNaOtBusodium tert-butoxideNaBHEt3sodium triethylborohydrideOTftriflateClchlorideBrbromideEtMgBrethyl magnesium bromideNaOHsodium hydroxideet al.and others (Latin alii)NEt3triethylamineKpotassiumZnzincCOD1,5-cyclooctadieneCOcarbonylCpcyclopentadienylν(CO)stretching frequency (cm−1)KHMDSpotassium hexamethyldisilazide [KN(SiMe3)2]Dipp2,6-diisopropyl-phenylnBuLin-butyllithiumLDALithium diisopropylamideHzhertzhhour/hoursddayequiv.equivalent/equivalentsoCdegree celsiusNMRnuclear magnetic resonanceδchemical shift1H NMRproton nuclear magnetic resonance13C NMRcarbon-13 nuclear magnetic resonance29Si NMRsilicon-29 nuclear magnetic resonanceppmparts per millionSiMe3trimethylsilylBnbenzyltButert-butyliPrisopropylEtethylMemethylAdadamentylCNcyanideUVultra-violetrtroom temperaturePhSiH3phenylsilanePh2SiH2diphenylsilanePh3SiHtriphenylsilanePhMe2SiHdimethyphenylsilaneEt3SiHtriethylsilane(OEt)2SiH2diethoxysilane(OEt)3SiHtriethoxysilanePhSiH2OHphenylsilanolPMHSpolymethylhydrosiloxaneTMDS1,1,3,3-tetramethyldisiloxaneTONturnover numberTOFturnover frequencyDRAdirect reductive aminationPDIpyridine(diimine)NDInaphthyridine-diiminedppb1,4-bis(diphenylphosphino)butaneDPEphosbis[(2-diphenylphosphino)phenyl] etherXantphos4,5-bis(diphenylphosphino)-9,9-dimethylxantheneMn2(CO)10dimanganese decacarbonylFe(OAc)2iron (II) acetateFe(acac)3iron (III) acetylacetonateFe3(CO)12triiron dodecacarbonylCo(OAc)2cobalt (II) acetateCoCl2cobalt (II) chlorideCo(OPiv)2cobalt (II) pivalateCo2(CO)8dicobalt octacarbonylNi(OAc)2nickel (II) acetateNi(acac)2nickel acetylacetonate (II)Cu(OTf)2copper (II) triflateInCl3indium trichloride