Journal of the Chemical Society. Perkin transactions II p. 563 - 568 (1983)
Update date:2022-07-30
Topics: Phenol Experimental study Oxidations Oxidative Coupling of Phenols Spin Density Product Composition 3,5-Dimethylphenol Role of Spin Density Factors
Armstrong, David R.
Cameron, Colin
Nonhebel, Derek C.
Perkins, Peter G.
Oxidations of both 3,5-dimethyphenol and phenol with di-t-butyl peroxide at 140 degC gave as the major product the ortho-ortho-C-C coupled dimer, while oxidations with di-t-butyl peroxyoxalate at room temperature give much more of the ortho-para-C-C dimer.The results are not consistent either with the spin density distribution in the phenoxyl radical intermediates or with steric effects being the major factor which determines the product composition.It is proposed that the two phenoxyl radicals involved in coupling preferentially approach each other in a 'sandwich like' manner with the oxigens in a 1,3-relationship.
View MoreAllyChem Co., Ltd., Dalian, China(BBChem)
Contact:+86-411-62313318/62313328
Address:No.5 of Jinbin Road, Jinzhou New District, Dalian City, Liaoning Province, P.R.China
Zhejiang Haizhou Pharmaceutical Co., Ltd.
website:https://www.haizhoupharma.com/
Contact:+86 576 88221016
Address:No. 19, Donghai 5th Avenue, Yanhai Industrial Zone, Linhai, Zhejiang, China
Jiangsu Chiatai Qingjiang Pharmaceutical Co.,Ltd
Contact:+86-517-86283327
Address:9 North Hantai Road, Huaian, China
Tangshan Moneide Trading Co., Ltd.
Contact:+86-315-8309571
Address:2-7-420 Jidong Building Materials Commercial Center, Tangshan, Hebei, 064000 China
CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD
website:http://www.czyys.com
Contact:0086-519-88802789
Address:No.300,Yanling Middle Road, Changzhou, Jiangsu, China
Doi:10.1016/j.bmcl.2020.127721
(2021)Doi:10.1021/ja00356a055
(1983)Doi:10.1021/jm050234z
(2005)Doi:10.1016/j.ejmech.2013.10.037
(2013)Doi:10.1016/S0040-4039(00)81872-9
(1983)Doi:10.1016/j.tetlet.2005.08.101
(2005)