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

Fe²⁺ activating persulfate selectively oxidized alcohols by biphasic/homogeneous reaction switch strategy

Junyan Wang, Xiaona Liu, Xing Wang, Hailiang Yin, Qingbin Guo, and Di Liu

College of Chemical and Biological Engineering, Shandong University of Science and Technology, Qingdao, China

E-mail: ld002037132@163.com

Received: 29 December 2021  Accepted: 2 June 2022

Abstract:

A facile and efficient oxidation of alcohol by Fe²⁺ activating persulfate was performed and a homogeneous/biphasic reaction switch strategy was proposed to regulate the oxidation process. Na₂S₂O₈ and FeSO₄ were employed as the oxidant and the source of activator Fe(II), respectively. Fe²⁺ efficiently excited persulfate, endowing persulfate with powerful oxidation activity. Benefited from this, the oxidation of benzylic primary alcohols and cyclic secondary alcohols could proceed to give the corresponding aldehydes or ketones with good yields (85.2–98.5%) under the optimal conditions of 60 °C, 1.5 mol equivalent Na₂S₂O₈ and 0.3 mol equivalent Fe²⁺ to substrate in a water/dichloroethane biphase system. Moreover, the primary alcohols were one-step oxidized into carboxylic acids with high selectivity by raising reaction temperature, increasing the amount of oxidant and switching from biphasic reaction to the water/MeCN homogeneous phase.

Keywords: Alcohol; Selective oxidation; Persulfate

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-022-02366-y

Chemical Papers 76 (11) 7229–7234 (2022)