Canadian Journal of Chemistry p. 1136 - 1146 (1993)
Update date:2022-08-16
Topics:
Martre, Anne-Marie
Danciu, Virginia
Mousset, Guy
The electrochemical behavior of titanium oxysulfate, used as a redox mediator in the reduction of 4, 4'-dinitrodiben-zyl, is studied in a 5 N H 2S04/EtOH 50: 50 medium. The role played by electrogenerated Ti3+ ions in the chemical reduction of nitro groups is also defined. The results obtained allow the determination of the most suitable conditions leading to selective syntheses. Macroscale electrolyses at a constant potential in the presence of TiOS04 give 4, 4'-diaminodi-benzyl with a great purity and a higher yield (93%) than without mediator (75%). The homogeneous chemical reduction of 4, 4'-dinitrodibenzyl by first electrogenerating the Ti3+ ions, then adding the organic substrate, is particularly selective. The nature of the reduction products depends on the [Ti3+]/[dinitro derivative] ratio. The 4-amino-4'-nitrodiben-zyl is synthesized in a 70% yield for a 6: 1 ratio whereas the amount of diamino derivative increases and can constitute the sole reduction product for higher ratios. A comparison is made with 1, 5-and 1, 8-dinitronaphthalenes and 2, 2'-di-nitrodiphenyl. Using a 6: 1 ratio, l-amino-8-nitronaphthalene is not obtained while 45% of l-amino-5- nitronaphthalene and 25% of 2-amino-2'-nitrodiphenyl are formed by reduction of the corresponding dinitro derivatives.
Henan Techway Chemical Co.,Ltd.
website:http://www.techwaychem.com
Contact:+86-371-66380080
Address:No.27 Shunhe Road,
Tianjin Tensing Fine Chemical Research Develop Centre
Contact:86-022-23718576,13032267585
Address:2-2-201,13 Guiyuan road,Huayuan Industry district,Tianjin,china
Quhua Zhongxing Refrigeration Technology Co.,Ltd.
Contact:+86-5708886618
Address:318 Bulding 2, No.866 Quhua Rd.,Kecheng District
Changsha Yihai Chemical Technology Co.,ltd
website:http://www.cs-yihai.com/
Contact:0731- 85620465
Address:Room 23005, unit 2, the northern building of Xiangsong international building , NO.259 Shaoshan Road , Changsha , Hunan, China.(mainland)
Shanghai Yuanye Bio-Technology Co., Ltd.
website:http://www.shyuanye.com
Contact:+86-21-61845781
Address:Building 6, No. 465, Changta Road,Songjiang District,Shanghai,China
Doi:10.1021/j100448a002
(1980)Doi:10.1021/jm980323u
(1998)Doi:10.1021/jo00014a030
(1991)Doi:10.1007/s11172-019-2705-y
(2019)Doi:10.1016/S0022-328X(00)99779-1
(1987)Doi:10.1080/00397919308011271
(1993)
