352027-40-8

Upstream product

• 366-18-7 [2,2]bipyridinyl 
• 32865-61-5 2-iodophenyl acetate 
• 32005-36-0 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 

Downstream Products

• 352027-47-5 [[Pd(C(=N-2,6-dimethylphenyl)C₆H₄OC(O)Me-2)I(2,2'-bipyridine)] 
• 773887-64-2 [[Pd(C(Ph)=C(Ph)(C₆H₄OC(O)Me-2))I(2,2'-bipyridine)] 
• 352027-45-3 trans-[Pd(CN(C(CH₃)3))C₆H₄(OC(O)CH₃)-2)I(tert-butylisonitrile)2] 
• 773887-62-0 [[Pd(C(CO₂Me)=C(CO₂Me)(C₆H₄OC(O)Me-2))I(2,2'-bipyridine)] 
• 773887-94-8 [[Pd(C(Ph)=C(Ph)(C₆H₄OC(O)Me-2))(CNC₆H₃-Me₂-2,6)(2,2'-bipyridine)] 

Relevant academic research and scientific papers

Synthesis of ortho-palladated phenol derivatives. Study of their reactivity with carbon monoxide and isonitriles

The reaction of 2-ROC6H4I with [Pd2(dba)3]·dba ("Pd(dba)2" dba = dibenzylideneacetone) in the presence of the appropriate ligand results in the formation of the arylpalladium complexes trans-[Pd(C6H4OR-2)I(PPh3)2] (R = H (1a), C(O)Me (1b), C(O)CH=CH2 (1c)) and [Pd(C6H4OR-2)I(bpy)] (bpy = 2,2′-bipyridine; R = H (2a), C(O)Me (2b)). Complexes 1b and 1c react with bpy in the presence of Tl(OTf) (OTf = OSO2CF3) to give the cationic species [Pd(C6H4OR-2)(bpy)(PPh3)]OTf (R = C(O)Me (3b), C(O)CH=CH2 (3c)). Complex 1a reacts with carbon monoxide, yielding the insertion complex trans-[Pd{C(O)C6H4OH-2}I(PPh3)2] (4a). Complexes 2a and 2b can also be carbonylated to give [Pd{C(O)C6H4OR-2}I(bpy)] (R = H (5a), C(O)Me (5b)). Complex 4a reacts with bpy and Tl(OTf), giving [Pd{C(O)C6H4OH-2}(bpy)(PPh3)]OTf (6a). The reaction of 2-ROC6H4I with Pd(dba)2 and isonitriles R′NC gives rise to the complexes trans-[Pd{C(=NR′)C6H4OR-2}I(CNR′)2] (R = H, R′ = Xy = 2,6-dimethylphenyl) (7a), R′ = tBu (7a*); R = C(O)Me, R′ = Xy (7b), R′ = tBu (7b*). Complexes 7a and 7b* can also be prepared by ligand displacement from 2a and 2b and XyNC and tBuNC, respectively. Complexes 2a and 2b react with R′NC (1:1) to give [Pd{C(=NR′)C6H4OR-2}I(bpy)] (R = H, R′ = Xy (8a), R′ = tBu (8a*);R = C(O)Me, R′ = Xy (8b)). Complex 7a reacts with bpy in the presence of Tl(OTf), yielding [Pd{C(=NR′)C6H4OH-2}(CNR′)(bpy)]-OTf (9a). Reaction of 5a with R′NC gives trans-[Pd{C(O)C6H4OH-2}I(CNR′)2] (R′ = Xy (10a), tBu (10a*)), which, in turn, react with further R′NC in the presence of Tl(OTf) to give [Pd{C(O)C6H4OH-2}(CNR′)3]OTf (R′ = Xy (11a), tBu (11a*)). Finally, the reaction of 7 with Pd(OAc)2 results in the tetrameric [Pd{Κ2(C,O)-μ2(O)-C(=NXy)C6 H4O-2}(CNXy)]4 (12) and trans-[PdI2 (CNXy)2]. Most of the reported aroyl (4-6, 10, 11) and iminoaroyl (7-9, 12) derivatives are new types of palladium complexes. The crystal structures of complexes 5a, 7a, 7b, 8b, 9a, and 12 have been determined by X-ray diffraction methods. The following scale of trans influence has been established: bpy 6H4OC(O)Me-2 ≈ C(=O)C6H4OH-2 6H4OH-2.