Structural systematics for 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane-type compounds: crystal structures of five analogs and comments on mode of action

1,1′-(Ethenylidene)bis(4-chlorobenzene)

“…Recently, the partial electrochemical dechlorination of DDT mediated by a hydrophobic cobalamin derivative (hydrophobic vitamin B 12 ) yielded various dechlorinated products, such as 1,1-bis(4-chlorophenyl)-2,2dichloroethane (DDD), 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (DDE), 1,1,4,4-tetrakis(4-chlorophenyl)-2,3-dichloro-2-butene (TTDB) and 1-chloro-2,2-bis(4-chlorophenyl)ethylene (DDMU) . Structural data for DDD, DDE and DDMU have been reported from the viewpoint of toxicity (Shields et al, 1977;Kennard et al, 1984). We have also reported the crystal structure and geometry of (E)-TTDB (Shimakoshi, Aritome et al 2004) and (Z)-TTDB (Shimakoshi et al, 2005).…”

(Z)-2,3-Dichloro-1,1,4,4-tetrakis(4-chlorophenyl)but-2-ene

“…Recently, we also reported the partial dechlorination of DDT by catalysis with a cobalamin derivative as electrochemical mediator; various dechlorinated products were obtained, such as 1,1-bis(4-chlorophenyl)-2,2-dichloroethane (DDD), 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (DDE) and 1,1,4,4-tetrakis(4-chlorophenyl)-2,3-dichloro-2-butene (TTDB) . Structural data for these DDT analogues have been reported and discussed from the point of view of their toxicity (Kennard et al, 1984). Previously, we reported the crystal structure of TTDB (E form) (Shimakoshi, Aritome et al, 2004).…”