Journal of the Chemical Society. Perkin transactions II p. 187 - 192 (1986)
Update date:2022-08-10
Topics:
Crampton, Michael R.
Greenhalgh, Colin
Kinetic and equilibrium measurements are compared for the reactions of (1) and (4) (X = CF3, CO2-, H) with hydroxide ions in dimethyl sulphoxide-water mixtures.The aducts (3), formed from (1), have higher thermodynamic stabilities than their isomers (2) although there is little kinetic discrimination in the rates of hydroxide attack at the three unsubstituted positions.The presence in (4) of the chlorine atom results in a general reduction in the rate of nucleophilic attack, the effect being particularly large for ipso-reaction (attack at the 4-position).Hence the reaction of (4) with base results in the initial formation of adducts (5).Contrary to a recent report the intermediates (6) on the reaction pathway to the phenols (7) are not sufficiently stable to allow spectrophotometric detection.
View MoreContact:0086 13585563621
Address:Suite 302, Block B2, Building #19, No. 528 Ruiqing Rd. Pudong, Shanghai 201201, China
Chengdu Cogon Bio-tech Co., Ltd.
Contact:86-28-85171192
Address:NO.52.YongFeng Rd. Chengdu,610041,P.R.China.
Engineering Research Center of Pesticide, Heilongjiang Province
Contact:+86-451-86609001
Address:No.74 of Xuefu Road, Nangang District,
Hebei Fulong Import & Export Co., Ltd.
Contact:86-311-87795661
Address:15A19 Zhongyuan Building,368 Youyi North Street,Shijiazhuang 050070,China
Contact:0086-29-88315623
Address:S711, Innovation Bldg No.25 Gaoxin 1st Rd, Xian P.R of China 710075
Doi:10.1021/acs.joc.1c00852
(2021)Doi:10.1021/acs.orglett.5b00841
(2015)Doi:10.1021/acs.orglett.6b03254
(2016)Doi:10.1016/j.cattod.2013.10.023
(2014)Doi:10.1002/anie.202006994
(2020)Doi:10.1021/acs.organomet.9b00330
(2019)
