Catalytic Activity of a Thermoregulated, Phase-Separable Pd(II)-perfluoroalkylphthalocyanine Complex in an Organic/Fluorous Biphasic System: Hydrogenation of Olefins

YILMAZ F., ÖZER M., KANİ İ., Bekaroglu O.

CATALYSIS LETTERS, vol.130, pp.642-647, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 130
  • Publication Date: 2009
  • Doi Number: 10.1007/s10562-009-9959-1
  • Journal Name: CATALYSIS LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.642-647
  • Keywords: Biphasic catalysis, Hydrogenation, Phthalocyanine, Palladium complex, Fluorous solvent, FLUOROUS CATALYSIS, OXIDATION, PHTHALOCYANINE, EPOXIDATION, PORPHYRIN, SOLVENTS, ALKENES, CONDENSATION, CYCLOHEXANE, POLYMERS
  • Marmara University Affiliated: Yes

Abstract

A fluoroalkene-soluble tetrakis[heptadecafluorononyl]-substituted Pd(II)-phthalocyanine complex has been studied for olefin (styrene, 1-octene, trans-2-octene and cyclohexene) hydrogenation with molecular hydrogen in an organic/fluorous biphasic system [n-hexane/perfluoromethyl cyclohexane (PFMCH)]. The palladium complex was found to be an active catalyst for styrene (100% conversion, TON = 634) and 1-octene (92%, TON = 596) at 80 degrees C and 15 bar of H-2 after 6 h of reaction time. The catalyst was recycled in nine consecutive reactions for the hydrogenation of styrene without the loss of activity or metal contamination.