490039-51-5

Basic information

• Product Name: [palladium⁽⁰⁾(triphenylphosphine)2(p-benzoquinone)]
• CAS NO: 490039-51-5
• Molecular Weight: 739.098
• Mol File: 490039-51-5.mol

Chemical Properties

• CAS DataBase Reference: [palladium⁽⁰⁾(triphenylphosphine)2(p-benzoquinone)](CAS DataBase Reference)
• NIST Chemistry Reference: [palladium⁽⁰⁾(triphenylphosphine)2(p-benzoquinone)](490039-51-5)
• EPA Substance Registry System: [palladium⁽⁰⁾(triphenylphosphine)2(p-benzoquinone)](490039-51-5)

Safety Data

• Hazardous Substances Data: 490039-51-5(Hazardous Substances Data)

Upstream product

• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 106-51-4 p-benzoquinone 
• 86228-56-0 [Pd(η2:η2-p-benzoquinone)(η2:η2-1,5-cyclooctadiene)] 

Relevant articles and documents

PREPARATION AND ELECTROCHEMICAL PROPERTIES OF PALLADIUM(0) COMPLEXES COORDINATED BY QUINONES AND 1,5-CYCLOOCTADIENE

The complexes Pd(quinone)(COD) (COD=1,5-cyclooctadiene) are prepared by a ligand substitution reaction of Pd2(DBA)3 (DBA=dibenzylideneacetone) in the presence of both quinone and COD.Palladium(0) complexes coordinated by quinones only are formed in the reaction in the absence of COD.The cyclic voltammetric behavior of Pd(quinone)(COD) has been studied.The reduction potentials for quinones shifted toward negative values on coordination to palladium(0).The oxidation potentials for the central palladium(0) in Pd(quinone)(COD) depend on the electron-withdrawing ability of the free quinones, and are in the following series: quinone = p-benzoquinone 5,8-dihydro-1,4-naphthoquinone ca. 1,4-naphthoquinone duroquinone.The shift of oxidation potentials for Pd(quinone)(COD) on changing the quinones as ligands is in contrast to that of Pd(quinone)(triphenylphosphine)2.

Palladium(0)-alkene bis(triarylphosphine) complexes as catalyst precursors for the methoxycarbonylation of styrene

The fluorous complex [Pd(0)(P{C6H4-p-SiMe 2(CH2CH2C6F13)} 3)2(MA)] (MA = maleic anhydride) was synthesized and characterized by its NMR spectra. Together with the nonfluorous complexes [Pd(0)(PPh3)2(alkene)] (alkene = C2H 4) (NC)2C=C(CN)2), NCC(H)= C(H)CN, MA, or benzoquinone) these were evaluated as catalyst precursors in the methoxycarbonylation of styrene. The nonfluorous C2H4 and MA complexes gave the highest conversions (the turnover number (TON) was 120; the (average) turnover frequency (TOF) amounted to 80 h-1). The fluorous complex gave a significantly lower conversion (TON about 38; TOF 26 h-1) than its nonfluorous counterpart, which is caused by a lower stability of the fluorous complex under the reaction conditions.