Journal of the American Chemical Society p. 2683 - 2686 (1991)
Update date:2022-08-04
Topics: Substituents Steric Effects Reaction Mechanism Solvent and Reaction Conditions Radical Stability Activation Energy
Hilborn, James W.
Pincock, James A.
Rates of decarboxylation (kCO2R) have been estimated for the acyloxy racicals 7a-f formed in the photolysis of substituted 1-naphthylmethyl 6a-f. These rates are on a mechanism involving initial carbon-oxygen homolytic bond cleavage from the excited singlet state. The products are formed by two competing pathways: electron transfer in the radical pair to give an ion pair and decarboxylation. Measured product yields along with an of the electron-transfer rate (kET) allow calculation of kCO2R as a function of R. The values obtained are the following (R, k (109 s-1)): CH3, < 1.3; CH3CH2, 2.0; (CH3)2CH, 6.5; (CH3)3C, 11; PhCH2, 5.0; PhCH2CH2, 2.3.
View MoreZhejiang Kangfeng Chemical Co.,LTD.
Contact:+86-579-86709687
Address:Xueshizhai Industrial Zone, Weishan Town,Dongyang City, Zhejiang Province ,China
Shandong Xiangde Biotechnology Co., Ltd
Contact:+86 -15066639877
Address:Sanba street
Nanjing Ruizhi Industry & Technologh Co.,Ltd.
Contact:+86-25-86808110
Address:441-4-A5,NO.12 Longzang Avenue,Yuhuatai District,210039,Nanjing
Shandong Jiulong Hisince Pharmaceutical Co.,Ltd.
Contact:+86-15853188990
Address:Huadian Pioneer Park, Huadian Township, Qihe County, Dezhou City, Shandong, P.R.China
Cangzhou Senary Chemical Science-tech Co., Ltd
Contact:+86-317-3563899, 3563699
Address:168 Jinde Road, Cangzhou, Hebei, China
Doi:10.1016/j.dyepig.2020.108689
(2020)Doi:10.1021/jo001523s
(2001)Doi:10.1021/jo00969a020
(1972)Doi:10.1021/jm00287a024
(1971)Doi:10.1021/cg200078j
(2011)Doi:10.1016/S0040-4020(00)00834-6
(2000)