115244-43-4

Basic information

• Product Name: cis-Cl₂(Ph₃P)Pd{CN(C₆H₄-p-OMe)CH₂CH₂NH}
• Synonyms: cis-Cl₂(Ph₃P)Pd{CN(C₆H₄-p-OMe)CH₂CH₂NH}
• CAS NO: 115244-43-4
• Molecular Weight: 615.835
• Mol File: 115244-43-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: cis-Cl₂(Ph₃P)Pd{CN(C₆H₄-p-OMe)CH₂CH₂NH}(CAS DataBase Reference)
• NIST Chemistry Reference: cis-Cl₂(Ph₃P)Pd{CN(C₆H₄-p-OMe)CH₂CH₂NH}(115244-43-4)
• EPA Substance Registry System: cis-Cl₂(Ph₃P)Pd{CN(C₆H₄-p-OMe)CH₂CH₂NH}(115244-43-4)

Safety Data

• Hazardous Substances Data: 115244-43-4(Hazardous Substances Data)

Upstream product

• 151-56-4 ethyleneimine 
• 38883-39-5 cis-Cl₂(Ph₃P)Pd(CNC₆H₄-p-OMe) 

Relevant articles and documents

Reactions of aziridine, thiirane, and oxirane with isocyanide ligands in complexes of palladium(II) and platinum(II): Syntheses of neutral five-membered cyclic diamino-, aminothio-, and aminooxycarbene compounds

Aziridine is observed to react spontaneously in THF at room temperature or below with the coordinated RNC ligand in each of the neutral isocyanide complexes cis-Cl2(L)M(CNR) (M = Pd, R = t-Bu, p-MeOC6H4, L = PPh3, PMe2Ph; M = Pt, R = p-MeOC6H4, p-MeC6H4, L = PPh3) to form the corresponding five-membered cyclic diaminocarbene complexes cis-Cl2(L)M-[CN(R)CH2CH2NH]. Aziridine reacts also with the bis(isocyanide) complexes cis-Cl2Pd(CNR)2 (R = t-Bu, p-MeOC6H4), converting one (R = t-Bu) or two (R = p-MeOC6H4) isocyanide ligands to cyclic carbenes. Reactions between thiirane and Pd(II)-isocyanide complexes such as cis-Cl2(L)Pd(CNC6H4-p-OMe) (L = PPh3, PMe2Ph) in THF at room temperature yield the corresponding cyclic aminothiocarbene derivatives cis-Cl2(L)Pd[CN(R)CH2CH2S]. Thiirane reacts with cis-Cl2Pd(CNC6H11)2 to give the mixed isocyanide-aminothiocarbene derivative cis-Cl2(C6H11NC)Pd[CN(C6H 11)CH2CH2S]. Oxirane alone is not reactive toward Pd(II)- and Pt(II)-isocyanide complexes. However, in the presence of NaCl, oxirane is observed to react in 2-chloroethanol with Pt(II)-isocyanide complexes such as cis-Cl2(Ph3P)Pt(CNC6H4-p-OMe) and trans-[(PPh3)2Pt(CNC6H 4-p-OMe)Cl]BF4 to form the corresponding five-membered cyclic M=CN(R)CH2CH2O aminooxycarbene complexes. Reaction of cis-Cl2Pt(CNC6H4-p-OMe)2 with oxirane in the presence of Cl- ions produces the mixed isocyanide-aminooxycarbene complex cis-Cl2(p-MeOC6H4NC)Pt[CN(C6H 4-p-OMe)CH2CH2O]. Similar reactions with Pd(II)-CNR derivatives fail to give any aminooxycarbene compound. The proposed reaction mechanisms for the cyclization reactions of coordinated RNC ligands by the heterocycles YCH2CH2 (Y = NH, S, O) as well as the IR and 1H and 31P NMR spectra of the cyclic carbene products are discussed.