4358-50-3

Basic information

• Product Name: Benzenamine, 2-(diphenylphosphino)-N,N-dimethyl-
• CAS NO: 4358-50-3
• Molecular Formula: C20H20NP
• Molecular Weight: 305.359
• Mol File: 4358-50-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2-(diphenylphosphino)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-(diphenylphosphino)-N,N-dimethyl-(4358-50-3)
• EPA Substance Registry System: Benzenamine, 2-(diphenylphosphino)-N,N-dimethyl-(4358-50-3)

Safety Data

• Hazardous Substances Data: 4358-50-3(Hazardous Substances Data)

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 132517-80-7 {(cod)(methoxy)PPh₂(o-C₆H₄NMe₂)iridium} 
• 256422-13-6 [(κ2-P,N)-2-(N,N-dimethylamino)phenyldiphenylphosphino]dimethylplatinum(II) 
• 244279-91-2 [Mo(CO)4(2-Ph₂PC₆H₄NMe₂)] 
• 436147-86-3 cis[PtPh₂((o-(dimethylamino)phenyl)diphenylphosphane)] 
• 677324-76-4 Pd(phenyl)I(N,N-dimethyl-2-(diphenylphosphanyl)aniline) 
• 521058-91-3 [3-(dimethylamino)-2-(diphenylphosphanyl)phenyl-C⁽¹⁾,P]tris(trimethylphosphane)cobalt 
• 521058-91-3 [3-(dimethylamino)-2-(diphenylphosphanyl)phenyl-C⁽¹⁾,P]tris(trimethylphosphane)cobalt(I) 
• 1309444-94-7 P,P'-1,2-bis(diphenylphosphino)ethane(P,N-diphenyl(o-N,N-dimethylanilinyl)phosphine)rhodium(I) tetrafluoroborate 

Relevant articles and documents

Iron phosphine catalyzed cross-coupling of tetraorganoborates and related group 13 nucleophiles with alkyl halides

Iron phosphine complexes prove to be good precatalysts for the cross-coupling of alkyl, benzyl, and allyl halides with not only aryl triorganoborate salts but also related aluminum-, gallium-, indium-, and thallium-based nucleophiles. Mechanistic studies revealed that while Fe(I) can be accessed on catalytically relevant time scales, lower average oxidation states are not formed fast enough to be relevant to catalysis. EPR spectroscopic studies reveal the presence of bis(diphosphine)iron(I) complexes in representative catalytic reactions and related processes with a range of group 13 nucleophiles. Isolated examples were studied by M?ssbauer spectroscopy and single-crystal X-ray structural analysis, while the electronic structure was probed by dispersion-corrected B3LYP DFT calculations. An EPR study on an iron system with a bulky diphosphine ligand revealed the presence of an S = 1/2 species consistent with the formation of a mono(diphosphine)iron(I) species with inequivalent phosphine donor environments. DFT analysis of model complexes allowed us to rule out a T-shaped Fe(I) structure, as this is predicted to be high spin.

PHOSPHORORGANISCHE VERBINDUNGEN 102. TERTIAERE PHOSPHINE MIT o-DIALKYLAMINOPHENYL- UND ORTHO-DIALKYLAMINOBENZYLGRUPPEN

N,N-dialkylarylamines and N,N-dialkylbenzylamines are lithiated with n-butyllithium (n-BuLi) under the assistance of tetramethylethylenediamine (TMEDA) in the ortho-position.According the Eqs. (1) and (4) triarylphosphines (30-50percent) are obtained. 1-(N,N-dimethylamino)-naphthalene and N,N-dimethyl-1-(1-naphthyl)-ethylamine 18 are lithiated in the 8-position.In N,N-dimethyl-1-(2-naphthyl)-ethylamine 19 the 1- and 3-position is lithiated in nearly equal amount.Experiments to introduce lithium twice into the model compounds 28-30 are without success.