Photopromoted Carbonylation of Alkyl Halides under Ambient Conditions

Sun Yan^1,2, Yin Jingmei^1,2, Gao Dabin¹, Zhou Guangyun¹, Jia Yingping¹
(¹ Department of Chemistry and Chemical Engineering, Dalian University, Da Lian , 116622)
(² Institute of Chemical Engineering, Dalian University of Technology, Da Lian, 116012)

Abstract Photopromoted carbonylation of alkyl halides with carbon monoxide or carbon dioxide can be carried out under ambient conditions (atmospheric pressure and room temperature) and the corresponding ester was given. The non-precious transition metal complexes (such as cobalt complexes) is used as catalysts. In this paper, the photopromted carbonylation of bromocyclohexane, 1-bromooctane and 1-bromododecane were reported. It was found that addition of acetone and sodium acetate can improved the yield of esters. Our preliminary work showed that the part of alkyl halides can be transformed into alkane and alkene except for esters after irradiation. In subsequent experiment, the influence of some factors on which alkyl halide transform into alkene is studied. Based on the results of experiment, the way which photocatalyzed carbonylation of alkyl halides proceed through is deduced.
Key words Photoprompted carbonylation, Carbon monoxide, Carbon dioxide

温和条件下卤代烃的光促进羰基化反应