Chemistry is traditionally divided into organic and inorganic chemistry. Product Details of 32005-36-0, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 32005-36-0
Synthesis and structure of eta2-phosphonioalkene-palladium(0) complexes. A catalyst intermediate in the palladium-mediated synthesis of alkenylphosphonium halides
Treatment of Pd(PPh3)4 with PhCH=CHBr in THF at 45C gave [(trans-PhCH=CHPPh3)Pd(PPh3)2] +Br- (1), which was found to be converted from Pd(PPh3)2-(CH=CHPh)Br. X-ray structural analysis shows that 1 adopts a distorted-square-planar geometry with two PPh3 ligands and a (PhCH=CHPPh3)+ moiety. The C-C double bond in the latter is pi-bonded to the palladium(0) center and occupies two of the four square-planar coordination sites. Under similar reaction conditions, {Pd[trans-PhCH=CHP(p-tolyl)3][P(p-tolyl)3] 2}+Br- (2) was formed from Pd[P(p-tolyl)3]4 and PhCH=CHBr, while [(trans-MeCH=CHPPh3)Pd(PPh3)2] +Br- (3) was isolated from the reactions of Pd(PPh3)4 with MeCH=CHBr. Treating PhCH=CHBr with trans-Pd(PPh3)2(C6H4O-p-CH 3)I in THF at ambient temperature led to the formation of (trans-PhCH=CHPPh3)Pd(PPh3)X (5) and (p-CH3OC6H4PPh3)+X – (X, mixture of Br and I). Complex 5 (X = Br) can be prepared by treating trans-PhCH=CH(PPh3)+Br- with Pd(dba)2 and 1 equiv of PPh3 in CH2Cl2. X-ray analysis shows 5 adopts a distorted-square-planar structure consisting of PPh3, X, and PhCH=CH-(PPh3)+ as ligands. The PPh3 ligand is trans to the olefin carbon that is connected to the PPh3 group in PhCH=CH(PPh3)+, while the halide ligand is trans to the olefin carbon bonded to a phenyl moiety. Reaction of 5 (X = Br) with 1 equiv of PPh3 at ambient temperature afforded 1 in high yield. Pd(PPh3)4 or Pd(OAc)2 catalyzes the reactions of PPh3 with PhCH=CHBr, MeCH=CHBr, MeCH=C(Me)Br (mixtures of isomers), CH2=C(Me)Br, cis-(EtO2C)CH=CHBr, and cis-(MeO2C)CH=CHBr to give the corresponding trans-RCH=CR?(PPh3)+Br-. During the reaction of PPh3 with PhCH=CHBr, 1 was found to be a catalyst intermediate in the reaction solution. All the phosphonioalkene-palladium(0) complexes and alkenylphosphonium halides isolated are trans in the (RCH=CR?PPh3)+ moiety.
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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method