18346-73-1

Basic information

• Product Name: [RhH(CO)(P(OPh)3)3]
• Synonyms: [RhH(CO)(P(OPh)3)3]
• CAS NO: 18346-73-1
• Molecular Weight: 1062.79
• Mol File: 18346-73-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: [RhH(CO)(P(OPh)3)3](CAS DataBase Reference)
• NIST Chemistry Reference: [RhH(CO)(P(OPh)3)3](18346-73-1)
• EPA Substance Registry System: [RhH(CO)(P(OPh)3)3](18346-73-1)

Safety Data

• Hazardous Substances Data: 18346-73-1(Hazardous Substances Data)

Upstream product

• 108-99-6 3-Methylpyridine 
• 13269-52-8 trans-3-Hexene 
• 1333-74-0 hydrogen 
• 101-02-0 triphenyl phosphite 
• 201230-82-2 carbon monoxide 
• 85100-77-2 1-n-butyl-3-methylimidazolim bromide 
• 592-41-6 1-hexene 
• 24651-65-8 hydridotetrakis(triphenyl phosphite)rhodium(I) 
• 108-89-4 picoline 
• 25966-20-5 Rh(P(OC₆H₅)3)4⁽¹⁺⁾*ClO₄^(1-) = Rh(P(OC₆H₅)3)4ClO₄ 

Downstream Products

• 620168-51-6 [Rh(CO)(P(OC₆H₅)3)3]⁽¹⁺⁾*CF₃SO₃^(1-)=[Rh(CO)(P(OC₆H₅)3)3]CF₃SO₃ 
• 620168-50-5 [Rh(CO)(P(OC₆H₅)3)3]⁽¹⁺⁾*BF₄^(1-)=[Rh(CO)(P(OC₆H₅)3)3]BF₄ 

Relevant articles and documents

New insight into role of ortho-metallation in rhodium triphenylphosphite complexes. Hydrogen mobility in hydrogenation and isomerization of unsaturated substrates

The hydrogen transfer from two rhodium(I) hydrido complexes HRh{P(OPh)3}4 and HRh(CO){P(OPh)3}3 to methyl acrylate and/or allylbenzene leads to the formation of ortho-metallated complexes Rh{P(OC6H4)(OPh)2}{P(OPh)3} 3 (I) and Rh{P(OC6H4)(OPh)2}(CO){P(OPh)3} 2 (II), respectively. During these reactions unsaturated substrates, methyl acrylate or allylbenzene undergo stoichiometric hydrogenation. A similar reaction was also observed for HRh{P(OR)3}4 complexes (R=3-CH3C6H4, 4-CH3C6H4). The complex HRh{P(OPh)3}4 catalyses the isomerization of hex-1-ene to hex-2-ene in the absence of H2; however at 1 atm of H2 the formation of hexane is observed. Hydrido complexes of the type HRh{P(OR)3}4 in D2 atmosphere undergo H/D exchange at the ortho position of coordinated triarylphosphite. Deuteration of the ortho protons in complexes with R=Ph, 3,5-(CH3)2C6H3 and 4-CH3C6H4 is total, whereas only one ortho hydrogen is replaced in the case of R=3-CH3C6H4. The formation of an ortho-metallated chelating ring causes a downfield shift in the 1H-NMR signal of one proton from the phenyl ring to δ ca. 8 ppm.

1,5-Hexadiene selective hydroformylation reaction catalyzed with Rh(acac)2/P(OPh)3 and Rh(acac)(CO)(PPh3)/PPh3 complexes

Hydroformylation of 1,5-hexadiene, catalyzed by the system Rh(acac)2/P(OPh)3 (I), leads to the formation of mono- and dialdehydes, 4-heptenal, 2-Me-3-hexenal and octane-1,8-dial, 2,5-Me2-hexanedial respectively.The yield of dialdehydes increases with temperature and pressure and reaches 100percent at 80 deg C and 10 atm of CO/H2 = 1.The reaction catalyzed by Rh(acac)(CO)(PPh3)/PPh3 (II) system produces, besides dialdehydes, monoaldehydes with a terminal double bond, namely 6-heptenal and 2-Me-5-hexenal.The migration of the double bonds in monoaldehydes dependsmainly on the donor properties of modifying ligands.Phosphine when used as a modifying ligand (II), because of its strong donor properties, restricts isomerization (double bond migration) and diminishes yield of 4-heptenal.In contrast, when less strongly donating ligands such as phosphite are used as modifying ligands (I), independently of its steric properties, 4-heptenal is the main reaction product.Key words: Hydroformylation; Rhodium; Hexadiene; Catalysis