220693-29-8

Basic information

• Product Name: C₅H₅N(SC₆H₅)⁽¹⁺⁾*AuCl₄^(1-) = [C₅H₅N(SC₆H₅)][AuCl₄]
• CAS NO: 220693-29-8
• Molecular Weight: 527.052
• Mol File: 220693-29-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₅H₅N(SC₆H₅)⁽¹⁺⁾*AuCl₄^(1-) = [C₅H₅N(SC₆H₅)][AuCl₄](CAS DataBase Reference)
• NIST Chemistry Reference: C₅H₅N(SC₆H₅)⁽¹⁺⁾*AuCl₄^(1-) = [C₅H₅N(SC₆H₅)][AuCl₄](220693-29-8)
• EPA Substance Registry System: C₅H₅N(SC₆H₅)⁽¹⁺⁾*AuCl₄^(1-) = [C₅H₅N(SC₆H₅)][AuCl₄](220693-29-8)

Safety Data

• Hazardous Substances Data: 220693-29-8(Hazardous Substances Data)

Upstream product

• 3111-54-4 2-phenylsulfanylpyridine 

Downstream Products

• 220693-31-2 [AuCl₃(NC₅H₄(SC₆H₅))] 
• 220693-37-8 [AuCl₂(P(C₆H₅)3)(NC₅H₄SC₆H₄)] 

Relevant articles and documents

Cycloauration of 2-substituted pyridine derivatives. Synthesis, structure and reactivity of six-membered cycloaurated complexes of 2-anilino-, 2-phenoxy- and 2-(phenylsulfanyl)-pyridine

At room temperature and in ethanol 2-anilinopyridine reacted with H[AuCl4]·4H2O as well as Na[AuCl4]·2H2O to give directly the six-membered cycloaurated complex [AuCl2(pap-C1, N)] 1a [pap = 2-(2-pyridylamino)phenyl], whereas 2-phenoxypyridine (Hpop) and 2-(phenylsulfanyl)pyridine (Hptp) produced only the salts [H2pop][AuCl4] 2b and [H2ptp][AuCl4] 2c, respectively. The adducts [AuCl3(Hpop)] 3b and [AuCl3(Hptp)] 3c have separately been prepared by the reactions of Na[AuCl4]·2H2O with Hpop and Hptp, respectively, in an acetonitrile-water mixed solvent. The salts 2b and 2c can be converted into the corresponding adducts 3b and 3c when they are stirred in acetonitrile-water at room temperature. The cycloaurated complexes [AuCl2(pop-C1, N)] [pop = 2-(2-pyridyloxy)-phenyl] 1b and [AuCl2(ptp-C1, N)] [ptp = 2-(2-pyridylsulfanyl)phenyl] 1c have been obtained by heating the salts or the adducts in acetonitrile-water. Moreover, complexes 1b and 1c have been synthesized directly by the reaction of H[AuCl4]·4H2O with Hpop and Hptp in refiuxing acetonitrile-water, ethanol-water and propan-2-ol-water. The reaction of 1a with an equimolar amount of PPh3 in the presence of NaBF4 gave the cationic complex [AuCl-(pap-C1, N)(PPh3)]BF4 5a, while two equivalents of PPh3 or PEt3 afforded [AuCl(pap-C1)(PPh3)2]Cl 6a or [AuCl-(pap-C1)(PEt3)2]Cl 7a where the pap ligand co-ordinates through only the carbon atom. On the other hand, the C-N chelates in 1b and 1c are easily cleaved with one equimolar amount of PPh3 to give [AuCl2(pop-C1)(PPh3)] 8b and [AuCl2(ptp-C1)(PPh3)] 8c, respectively. The boat-form structures of the three six-membered auracycles have been confirmed by X-ray diffraction studies of 1b, 1c and 5a. The crystal structure of 7a has also been determined.