Oh, A. B. Y.; Tang, K. Y. T.; Hosmane, N. S.; Zhu, Y. H., Ionic composite of palladium(II)/iron bis(dicarbollide) for catalytic oxidative carbonylation in the formation of diphenyl carbonate. Journal of Organometallic Chemistry 2017, 849-850, 195-200.
Abstract:
The carborane-based sandwich iron complex, [n-Bu4N]{Fe(3,3′)-[1,2-(PPh2)2-1,2-C2B9H9]2}, was synthesized in 53.1% yield. A catalyst composite of PdAc2/[n-Bu4N]{Fe(3,3′)-[1,2-(PPh2)2-1,2-C2B9H9]2} was found to be highly active for the oxidative carbonylation of phenol, with the formation of diphenyl carbonate (DPC). A DPC yield of 46% and a turnover number (TON) of 511 were achieved in 4 h using the composite at 110 °C. For comparison, the reaction was also investigated using catalyst composites of PdAc2/Mn(acac)3, PdAc2/Fe(acac)3, PdAc2/Co(acac)3 and PdAc2/Ce(acac)3 (acac = acetylacetone) under the same conditions of temperature and pressure. The DPC yield was determined by gas chromatography with flame ionization detector (GC-FID). All new products were characterized by elemental analysis, and by 1H, 13C, 11B and 31P NMR and FT-IR spectroscopy.
License type:
http://creativecommons.org/licenses/by-nc-nd/4.0/
Funding Info:
This work was financially supported by the Institute of Chemical and Engineering Sciences, Agency for Science, Technology and Research, Singapore, Singapore-MIT Alliance for Research and Technology Innovation
Centre (NG120510ENG(IGN)) and the National Science Foundation (CHE-0906179).