Journal of Organometallic Chemistry p. 221 - 226 (1995)
Update date:2022-08-17
Topics:
Cho, Chan Sik
Ohe, Toshiyuki
Uemura, Sakae
Arylboronic acids react with carbon monoxide (CO) at atmospheric pressure in methanol at 25 deg C in the presence of a catalytic amount (1-5 molpercent) of tetrakis(triphenylphosphine)palladium(0) to give the corresponding methyl arenecarboxylates and diaryl ketones in moderate yield, where the addition of a base, especially sodium acetate, increases the selectivity for the esters.However, when the reactions are carried out in aprotic solvents such as tetrahydrofuran (THF), benzene, dichloromethane and dimethoxyethane, the ketones become the sole carbonylation products, THF being the solvent of choice.Alkenylboronic acids react similarly to afford selectively the corresponding methyl alkenecarboxylates in methanol and dialkenyl ketones in THF, respectively.A reaction pathway involving the oxidative addition of a carbon-boron bond to palladium(0) is proposed for this catalytic process. Keywords: Palladium; Boron; Carbonylation; Oxidative addition
View MoreContact:13813902930 025-52714267
Address:20 Fengji Road, Yuhua Economic Development Zone, Nanjing, Jiangsu, P. R. China
Wuhan Better Organic Technology Inc.
Contact:13307163183
Address:Wuhan Economic&Technology Development Zone, Hubei
Xinjiang Zhongtai Chemical Co., Ltd.
Contact:+86-991-8788172
Address:NO.78 XISHAN RD.URUMQI,CHINA
Contact:+86-511-88790000
Address:338 North Yushan Rd, Zhenjiang, Jiangsu 212016
Liao Cheng All Win Chemicals Co.,LTD
Contact:86+0635-2991582
Address:Room 402,Unit 1,No.27 building.Zhong tong shi dai haoyuan,liaocheng city,Shan dong Province.China
Doi:10.1021/ja00540a025
(1980)Doi:10.1016/0021-9517(74)90092-X
(1974)Doi:10.1016/S0040-4039(01)82503-X
(1974)Doi:10.1016/0375-9601(95)00789-4
(1995)Doi:10.1039/c6nj01076h
(2016)Doi:10.1021/jo200383f
(2011)