474055-87-3

Upstream product

• 184714-11-2 [1,3-(Ph₂PCH₂)2C₆H₃-2-Ru(Cl)PPh₃] 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 474055-90-8 [Ru(triflato)(norbornadiene)(2,6-(Ph₂PCH₂)3C₆H₃)] 
• 279-23-2 norbornene 
• 474055-89-5 [Ru(O₂CH)(norbornadiene)(2,6-(Ph₂PCH₂)3C₆H₃)] 
• 474055-91-9 [Ru(acetato)(PPh₃)(2,6-(Ph₂PCH₂)3C₆H₃)] 
• 474055-88-4 [Ru(H)(norbornadiene)(2,6-(Ph₂PCH₂)3C₆H₃)] 

Relevant academic research and scientific papers

Synthesis and protonation of [RuH(NBD)(2,6-(Ph2PCH2)2C6H3 )]

Treatment of [RuCl(PPh3)(PCh3)] (PCP = 2,6-(Ph2PCH2)2C6H3) with norbornadiene (NBD) in the presence of CuCl produces [RuCl(NBD)(PCP)]. Reaction of [RuCl(NBD)(PCP)] with TlOTf gives [Ru(OTf)(NBD)(PCP)], which reacts with NaBH4 to produce [RuH(NBD)(PCP)]. Protonation of [RuH(NBD)(PCP)] with acetic acid in the presence of PPh3 gives norbornene and [Ru(OAc)(PPh3)(PCP)]. Protonation of [RuH(NBD)(PCP)] with HOTf gives norbornane and [Ru(OTf)(NBD)(PCP)]. Protonation of [RuH(NBD)(PCP)] with HOTf in the presence of MeCN gives norbornene, [Ru(MeCN)(NBD)(PCP)]OTf, and [Ru(MeCN)3(PCP)]OTf. In the protonation reactions, the NBD is likely hydrogenated through the dihydrogen intermediate [Ru(H2)(NBD)(PCP)]+. A computational study shows that hydrogen transfer from the dihydrogen to the NBD ligand of [Ru(H2)(NBD)(PCP)]+ proceeds through a stepwise mechanism.