28978-09-8

Basic information

• Product Name: (Dimethylphenylphosphine)gold chloride
• Synonyms: (Dimethylphenylphosphine)gold chloride;Chloro(dimethylphenylphosphine)gold;(DiMethylphenylphosphine)gold chloride,97%;(DiMethylphenylphosphine)gold(I) chloride;chlorogold:dimethyl(phenyl)phosphane
• CAS NO: 28978-09-8
• Molecular Formula: C₈H₁₁AuClP
• Molecular Weight: 441.472251
• Product Categories: Au
• Mol File: 28978-09-8.mol

Chemical Properties

• Melting Point: 98-102°C
• Appearance: /
• CAS DataBase Reference: (Dimethylphenylphosphine)gold chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (Dimethylphenylphosphine)gold chloride(28978-09-8)
• EPA Substance Registry System: (Dimethylphenylphosphine)gold chloride(28978-09-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 28978-09-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(Dimethylphenylphosphine)gold chloride is used as a catalyst for facilitating selective and efficient transformations in organic compounds, particularly in coupling and hydrogenation reactions.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (Dimethylphenylphosphine)gold chloride is utilized as a catalyst for the synthesis of complex organic molecules, contributing to the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Synthesis:
Similarly, in the agrochemical sector, (Dimethylphenylphosphine)gold chloride serves as a catalyst for the synthesis of active ingredients in pesticides and other agricultural chemicals, enhancing the efficiency and selectivity of these compounds.
Used in Academic Research:
(Dimethylphenylphosphine)gold chloride is also employed in academic research settings to explore the reactivity and selectivity of gold-based catalysts in organic synthesis, advancing the understanding of gold catalysis and its applications in chemical transformations.

Upstream product

• 672-66-2 Dimethyl(phenyl)phosphine 
• 1631-83-0 diphenylsilyl chloride 
• 29892-37-3 chloro(dimethylsulfide) gold(I) 
• 39929-21-0 (tetrahydrothiophene)gold(I) chloride 
• 42582-71-8 cis-[(Me₂PPh)Au(F₃CC=CCF₃)trans-AuMe₂(PMe₂Ph)] 
• 75-54-7 Dichloromethylsilane 
• 15189-51-2 sodium tetrachloroaurate(III) 

Downstream Products

• 1385015-23-5 Au(N(C₄BrN(C₆H₄Br)2)2)(P(CH₃)2C₆H₅) 
• 1385015-22-4 Au(N(C₄BrN(C₆H₅)C₆H₄OCH₃)2)(P(CH₃)2C₆H₅) 
• 1385015-21-3 Au(N(C₄BrN(C₆H₅)C₆H₄OCH₃)2)(P(CH₃)2C₆H₅) 
• 1385015-20-2 Au(N(C₄BrN(C₆H₅)2)2)(P(CH₃)2C₆H₅) 
• 1001197-43-8 [Au(3-C₄H₃S-CC-S)(PPhMe₂)] 
• 1001197-39-2 [Au(2-C₄H₃S-CC-S)(PPhMe₂)] 
• 917249-28-6 [(C₆H₅)(CH₃)2PAu(C(CH₃)CH(CH₃))] 
• 917249-25-3 [(C₆H₅)(CH₃)2PAu(CHCH₂)] 

Relevant articles and documents

Gold(I) Phosphine Derivatives with Improved Selectivity as Topically Active Drug Leads to Overcome 5-Nitroheterocyclic Drug Resistance in Trichomonas vaginalis

Trichomonas vaginalis causes the most common, nonviral sexually transmitted infection. Only metronidazole (Mz) and tinidazole are approved for treating trichomoniasis, yet resistance is a clinical problem. The gold(I) complex, auranofin, is active against T. vaginalis and other protozoa but has significant human toxicity. In a systematic structure-activity exploration, we show here that diversification of gold(I) complexes, particularly as halides with simple C1-C3 trialkyl phosphines or as bistrialkyl phosphine complexes, can markedly improve potency against T. vaginalis and selectivity over human cells compared to that of the existing antirheumatic gold(I) drugs. All gold(I) complexes inhibited the two most abundant isoforms of the presumed target enzyme, thioredoxin reductase, but a subset of compounds were markedly more active against live T. vaginalis than the enzyme, suggesting that alternative targets exist. Furthermore, all tested gold(I) complexes acted independently of Mz and were able to overcome Mz resistance, making them candidates for the treatment of Mz-refractory trichomoniasis.

Bis(1,2,3-thiadiazole)s as precursors in the synthesis of bis(alkynethiolate)gold(I) derivatives

The cleavage of bis(1,2,3-thiadiazole)s in the presence of strong bases in situ gives bis(alkynethiolate)s, which provide bis(alkynethiolate)gold(I) derivatives with the general formula [Au2(S-C≡C-spacer- C≡C-S)L2] (L = monophosphanes; spacer = none, 1,4-C 6H4, 1,3-C6H4, 2,7-C 15H12 and 3,5-C7H7N). The dinuclear structure was confirmed by X-ray diffraction studies of the complexes (PPN) 2[Au2(S-C≡C-C≡C-S)(C6F 5)2] and [Au2{3,5-(S-C≡C) 2-C7H7N}(PPh3)2] {PPN = bis(triphenylphosphane)iminium}. The use of diphosphanes gives complexes with higher nuclearity and cyclic structures. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

Late transition metal oxo and imido complexes. II. Gold(I) oxo complexes

The gold(I) oxo complexes [(LAu)3(μ3-O)] BF4 (1) have been prepared for L = PMePh2, PMe2Ph, PEtPh2, PPriPh2, P(p-ClPh)3, P(o-tol)3, P(OEt)Ph2, and P(OMe)3. Two of these new oxo complexes, as well as a new crystal form of [(PPh3Au)3(μ3-O)]BF4, were structurally characterized. Crystals of [(PMePh2Au)3(μ3-O)]BF 4·CH2Cl2 from CH2Cl2/ether are monoclinic (P21/c) with a= 11.395(2) A?, b = 25.901(2) A?, c = 16.024(3) A?, β = 110.615(8)°, and Z = 4. Crystals of [(PPh3Au)3(μ3-O)]BF 4·1.5CH2Cl2 from CH2Cl2/ether are monoclinic (P21/c) with a = 14.723(3) A?, b = 14.808(3) A?, c = 25.999(3) A?, β = 104.06(3)°, and Z = 4. Crystals of [(P(O-tol)3Au)3(μ3-O)]BF 4·xC6H14·0.5H2O from CH2Cl2/hexane are monoclinic (P21/a) with a = 14.2611(45) A?, b = 27.4668(71) A?, c = 23.0907(81) A?, β = 91.37(2)°, and Z = 4. The PPh3 and the PMePh2 structures consist of inversion-related edge-bridged [(LAu)3O]+ dimers held together by Au-Au interactions. The P(o-tol)3 structure consists of isolated [(LAu)3O]+ units. New oxo complexes are also formed in equilibrium mixtures of [((PPh3)Au)3(μ3-O)]BF4 and LAuCl. Oxygen-17 NMR data for 1 show chemical shifts of +19.7 to -36.0 ppm (H2O reference) with upfield shifts corresponding to increasing basicity of the phosphine, L.

Transition-Metal Silyl Complexes, 26. - Gold(I) Silyl Complexes

Complexes of type L-Au-SiR3 with L = PR'3 or PhNC and SiR3 = Si(aryl)3, Si(SiMe3)3, or SiPh2Me are prepared by reaction of L-Au-Cl with LiSiR3.Depending on L and R, their stability decreases in the order R'3P-Au-Si(aryl)3 > R'3P-Au-Si(SiMe3)3 > R'3P-Au-SiPh2Me ca.PhNC-Au-SiR3.Reaction of R'3P-Au-CH3 or R'3P-Au-OAc with HSiR3 does not yield silyl complexes.However, using chlorinated silanes like HSiR2Cl, CH3/Cl or OAc/Cl exchange takes place.The Moessbauer spectrum of MePh2P-Au-SiPh3 (6) and NMR- and IR-spectroscopic investigations show that silyl groups act as strong ? donors towards the gold atom.MePh2P-Au-SiPh3 (6) and MePh2P-Au-Si(SiMe3)3 (7) have been characterized by X-ray structure analyses .The Au-Si bond in MePh2P-Au-SiPh2Tol (5) is cleaved by X2 (X = Cl, Br, I), HCl or MeI, but not by H2O or MeOH. - Keywords: Gold(I) silyl complexes / Transition-metal silyl complexes

Syntheses and Structure of Re(NAuCl)Cl2(PMe2Ph)3, a Complex with a Nitrido Bridge between Rhenium(V) and Gold(I)

Re(NAuCl)Cl2(PMe2Ph)3 (1) is formed by the reaction of Re(N)Cl2(PMe2Ph)3 with Au(CO)Cl in toluene at 5 deg C. 1 is an air-stable, red compound that decomposes on heating to ReNCl2(PMe2Ph)2 and Me2PhPAuCl.Recrystallization from toluene yields the solvate 1*0.5C6H5CH3.It crystallizes in the monoclinic space group P21/c with the lattice constants a = 1301.5(4), b = 939.2(4), c = 2735.0(8) pm, β = 102.79(3) deg and Z = 4.The structure is built by monomeric complexes of 1 and non-coordinated toluene molecules.The Re atom is within a pseudo-octahedral coordination with the phosphine ligands in meridional arrangement and the N-Au-Cl group trans to one Cl ligand.The Re=N-Au-Cl moiety is almost linear with bond angles of ReN-Au = 173.8 deg, N-Au-Cl = 178.9 deg and a ReN triple bond of 167.4 pm. - Keywords: Tris(dimethylphenylphosphine)dichlororhenium(V)-μ-nitrido-gold(I)chloride, Synthesis, Crystal Structure, IR Spectra

UEBERGANGSMETALL-SILYL-KOMPLEXE VI. CH3/Cl-AUSTAUSCH BEI DER REAKTION VON R3P-Au-CH3 MIT CHLORSILANEN

The reaction of R3P-Au-CH3 (R3P = TolPh2P or Me2PhP) with organosilicon halides HSiR2Cl (HSiPh2Cl, HSiMeCl2, HSiMe2Cl) yields R3P-Au-Cl and the corresponding methylated silanes HSiR2CH3 by CH3/Cl exchange.Oxidative addition of the Si-H group of several H-