Synthesis of Aniline from Nitrobenzene and Fe(CO)5 with PEG/γ-Al2O3 as Phase Transfer Catalyst

PEG/γ-Al2O3 상이동 촉매상에서 니트로벤젠과 Fe(CO)5로부터의 아닐린 합성

  • Oh, So-Young (Dept. of Chem Eng., College of Eng., Pusan National University) ;
  • Lee, Hwa-Su (Dept. of Chem Eng., College of Eng., Pusan National University) ;
  • Park, Dae-Won (Dept. of Chem Eng., College of Eng., Pusan National University) ;
  • Park, Sang-Wook (Dept. of Chem Eng., College of Eng., Pusan National University) ;
  • Shin, Jung-Ho (Dept. of Chem Eng., College of Eng., Pusan National University)
  • 오소영 (부산대학교 공과대학 화학공학과) ;
  • 이화수 (부산대학교 공과대학 화학공학과) ;
  • 박대원 (부산대학교 공과대학 화학공학과) ;
  • 박상욱 (부산대학교 공과대학 화학공학과) ;
  • 신정호 (부산대학교 공과대학 화학공학과)
  • Received : 1992.11.17
  • Accepted : 1992.12.28
  • Published : 1993.03.01

Abstract

Immobilized polyethylene glycols onto metal oxides such as ${\gamma}-Al_2O_3$, ${\alpha}-Al_2O_3$, $SiO_2$ and $TiO_2$ were used as phase transfer catalysts for the room temperature synthesis of aniline from nitrobenzene and ironpentacarbonyl. The amount of attached PEG molecules increased with specific surface area of metal oxides. Among the immobilized catalysts tested PEG/${\gamma}-Al_2O_3$ showed the highest activity. The reaction rate increased with the chain length of PEG mole-cules and the aqueous NaOH concentration. Mechanistic study carried out using infrared spectrometer revealed that the role of PEG was to increase the formation of $HFe(CO)_4{^-}$ ion, which is known as active species, and its movement from aqueous to organic phase.

Keywords

Acknowledgement

Supported by : 한국과학재단