Journal of Organometallic Chemistry p. 203 - 211 (1992)
Update date:2022-08-03
Topics:
Allen, David W.
Cropper, Paul E.
A kinetic study is reported of the nickel(II) halide-catalysed reactions of o-halogenoarylimine- and o-halogenoarylazo-template systems with tertiary phosphines in refluxing ethanol, which result in the replacement of the halogen ortho to the imino or azo function with formation of the related arylphosphonium salt.At a fixed concentration of catalyst, a second-order rate law is observed.The reaction rate also shows a first-order dependence on the concentration of the catalyst.Significant variations in rate have been observed which can be attributed to (a) the natureof halogen replaced by phosphorus (I > Br > Cl), (b) the donor/acceptor character of the phosphine, (c) the effects of "remote" substituents in the template substrate, and (d) the nature of the halogen of the nickel(II) halide catalyst.It is suggested that the rate data can be accommodated in terms of a mechanism involving initial reduction of nickel(II) to nickel(I), followed by oxidative insertion of the latter into the carbon-halogen bond to form an intermediate arylnickel(III) complex.Reductive elimination from the latter results in the arylphosphonium salt and regeneration of the nickel(I) species.
View MoreAnhui Redstar Pharmaceutical Corp., Ltd
Contact:+86-563-5120837
Address:Jingxian Industrial Development Zone, Anhui , China
Hubei Lingsheng Pharmaceuticals Co., Ltd.
Contact:+86-0710-3538058
Address:Xiangyang City Xiangcheng Economic Development Zone, Hubei Province
website:http://www.china-sinoway.com
Contact:+86-592-5853819
Address:16/F,Huicheng Comm,Complex,No839 XiaHe Rd, Xiamen,China
Shenzhen Feiming Science and Technology Co,. Ltd
Contact:+86-755-85232577
Address:#B2309, Fenglin International Center ,Jixiang Road, Longcheng street, LongGang District, Shenzhen city, Guangdong province, China.
ZHUHAI HAIRUIDE BIOSCIENCE AND TECHNOLOGY CO.,LTD
website:http://www.zhhairuide.com
Contact:+8613326687259/+86-756-7789199
Address:No.10 Yonghui Road
Doi:10.1021/jo400873c
(2013)Doi:10.1021/jm500879a
(2014)Doi:10.1002/pola.26601
(2013)Doi:10.1007/s00726-012-1234-x
(2012)Doi:10.1016/j.catcom.2013.04.012
(2013)Doi:10.1002/jccs.201800320
(2019)