1259404-99-3

Basic information

• Product Name: [Pd(μ-Cl)(C10H6-(N=PPhMe2)-8)-κ-C,N]2
• Synonyms: [Pd(μ-Cl)(C10H6-(N=PPhMe2)-8)-κ-C,N]2
• CAS NO: 1259404-99-3
• Molecular Weight: 840.373
• Mol File: 1259404-99-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [Pd(μ-Cl)(C10H6-(N=PPhMe2)-8)-κ-C,N]2(CAS DataBase Reference)
• NIST Chemistry Reference: [Pd(μ-Cl)(C10H6-(N=PPhMe2)-8)-κ-C,N]2(1259404-99-3)
• EPA Substance Registry System: [Pd(μ-Cl)(C10H6-(N=PPhMe2)-8)-κ-C,N]2(1259404-99-3)

Safety Data

• Hazardous Substances Data: 1259404-99-3(Hazardous Substances Data)

Upstream product

• 1259404-95-9 C₆H₅P(CH₃)2NC₁₀H₇ 
• 3375-31-3 palladium diacetate 

Downstream Products

• 7790-38-7 palladium(II) iodide 
• 7440-05-3 palladium 
• 1259405-02-1 [Pd(acac)(C10H6-(N=PPhMe2)-8)-κ-C,N] 

Relevant articles and documents

Regioselective functionalization of iminophosphoranes through Pd-mediated C-H bond activation: C-C and C-X bond formation

The orthopalladation of iminophosphoranes [R3PN-C 10H7-1] (R3 = Ph31, p-Tol 32, PhMe23, Ph2Me 4, N-C10H 7-1 = 1-naphthyl) has been studied. It occurs regioselectively at the aryl ring bonded to the P atom in 1 and 2, giving endo-[Pd(μ-Cl)(C 6H4-(PPh2N-1-C10H 7)-2)-κ-C,N]2 (5) or endo-[Pd(μ-Cl)(C 6H3-(P(p-Tol)2N-C10H 7-1)-2-Me-5)-κ-C,N]2 (6), while in 3 the 1-naphthyl group is metallated instead, giving exo-[Pd(μ-Cl)(C10H 6-(NPPhMe2)-8)-κ-C,N]2 (7). In the case of 4, orthopalladation at room temperature affords the kinetic exo isomer [Pd(μ-Cl)(C10H6-(NPPh2Me)-8)-κ-C,N] 2 (11exo), while a mixture of 11exo and the thermodynamic endo isomer [Pd(μ-Cl)(C6H4-(PPhMeN-C10H 7-1)-2)-κ-C,N]2 (11endo) is obtained in refluxing toluene. The heating in toluene of the acetate bridge dimer [Pd(μ-OAc)(C 10H6-(NPPh2Me)-8)-κ-C,N]2 (13exo) promotes the facile transformation of the exo isomer into the endo isomer [Pd(μ-OAc)(C6H4-(PPhMeN-C10H 7-1)-2)-κ-C,N]2 (13endo), confirming that the exo isomers are formed under kinetic control. Reactions of the orthometallated complexes have led to functionalized molecules. The stoichiometric reactions of the orthometallated complexes [Pd(μ-Cl)(C10H6- (NPPhMe2)-8)-κ-C,N]2 (7), [Pd(μ-Cl)(C 6H4-(PPh2NPh)-2)]2 (17) and [Pd(μ-Cl)(C6H3-(C(O)NPPh3)-2-OMe-4)] 2 (18) with I2 or with CO results in the synthesis of the ortho-halogenated compounds [PhMe2PN-C10H6-I-8] (19), [I-C6H4-(PPh2NPh)-2] (21) and [Ph 3PNC(O)C6H3-I-2-OMe-5] (23) or the heterocycles [C10H6-(NPPhMe2)-1-(C(O))-8]Cl (20), [C 6H5-(NPPh2-C6H4-C(O)-2] ClO4 (22) and [C6H3-(C(O)-1,2-N-PPh 3)-OMe-4]Cl (24).