Hydrophobic vitamin B12. Part 19: electroorganic reaction of DDT mediated by hydrophobic vitamin B12

Dalton Transactions : an International Journal of Inorganic Chemistry
Hisashi ShimakoshiYoshio Hisaeda

Abstract

The controlled-potential electrolysis of 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) was carried out at -1.4 V vs. Ag-AgCl in the presence of a hydrophobic vitamin B12, heptamethyl cobyrinate perchlorate. DDT was dechlorinated to form 1,1-bis(4-chlorophenyl)-2,2-dichloroethane (DDD), 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (DDE), 1-chloro-2,2-bis(4-chlorophenyl)ethylene (DDMU) and 1,1,4,4-tetrakis(4-chlorophenyl)-2,3-dichloro-2-butene (TTDB)(E/Z), and quantitative recovery of the catalyst after the electrolysis was confirmed by electronic spectroscopy. A photo-sensitive intermediate having a cobalt-carbon bond formed during the electrolysis was characterized by electronic spectroscopy. A mechanism for the formation of various dechlorinated products was investigated by using deuterium solvents and various spectroscopic measurements such as UV-VIS and the EPR spin-trapping technique.

Citations

May 29, 2007·Chemical Communications : Chem Comm·Md Abdul JabbarYoshio Hisaeda
Oct 21, 2009·Chemical Communications : Chem Comm·Hisashi ShimakoshiYoshio Hisaeda
Jun 15, 2011·Chemical Communications : Chem Comm·Hisashi ShimakoshiYoshio Hisaeda
May 7, 2015·Chemical Society Reviews·Maciej GiedykDorota Gryko
Apr 14, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Hisashi ShimakoshiYoshio Hisaeda
Mar 15, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·M GiedykY Hisaeda
Nov 4, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Ling PanYoshio Hisaeda
Mar 12, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Keishiro TaharaYoshio Hisaeda
Nov 10, 2018·Beilstein Journal of Organic Chemistry·Keishiro TaharaYoshio Hisaeda
Jul 11, 2020·Angewandte Chemie·Damien DambournetMarc Heggen
Aug 15, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Wei ZhangYoshio Hisaeda
Jan 1, 2017·ChemPlusChem·Hisashi Shimakoshi, Yoshio Hisaeda
Dec 23, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Hui TianYoshio Hisaeda
Jun 3, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Hisashi Shimakoshi, Yoshio Hisaeda
Nov 17, 2021·Organic Letters·Krzysztof R DworakowskiDorota Gryko

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