ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

FeCl₂-PPh₃ as an efficient catalytic system for the acceptorless dehydrogenation of amines into imines

Maryam Nazarahari and Javad Azizian

Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran

E-mail: azizian@srbiau.ac.ir

Received: 24 May 2021  Accepted: 16 June 2021

Abstract:

In this work, a novel and simple catalytic system including FeCl₂, PPh₃ and potassium tert-butoxide has been employed for the synthesis of imines from amines. In order to prove the catalytic acceptorless dehydrogenation pathway for this transformation, the liberated H₂ gas is detected by NMR spectroscopy. By utilizing this protocol, a variety of arylamines were used successfully for the preparation of corresponding imines in good to excellent yields (on a 1 mmol scale, 73–91% yield for homocoupling, 71 and 91% for heterocoupling).

Keywords: Imine; Iron-based catalyst; Dehydrogenation reactions

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-021-01749-x

Chemical Papers 75 (11) 5705–5710 (2021)