SYNTHESIS AND CRYSTALLOGRAPHY OF 1,2,3,4,6,7-HEXACHLORONAPHTHALENE AND 1,2,3,5,6,7-HEXACHLORONAPHTHALENE
Jakobsson, E; Eriksson, L; Bergman, A
BIOSIS COPYRIGHT: BIOL ABS. 1,2,3,4,6,7-Hexachloronaphthalene (5) and 1,2,3,5,6,7-hexachloronaphthalene (6) have been synthesized via reductive dehalogenation of octachloronaphthalene by lithium aluminium hydride. The reduction proceeds via the substitution of one of the chlorine atoms in an alpha-position and the formation of 1,2,3,4,5,6,7-heptachloronaphthalene (4). The two sterically more crowded alpha-positions (positions four and five) in the heptachloronaphthalene were found to be preferentially reduced as the reduct proceeds. Only trace amounts of other isomers were formed. Crystal and molecular structure of the two title isomers were determined by single crystal X-ray diffraction methods. The compounds crystallize in the space group P21/c with the following cell dimensions: 5, alpha = 14.71(2) , b = 3.828(4) , c = 20.45(3).381(4) , b = 3.807(2) , c = 16.168(8)?. The structures were determined by direct methods and the obtained models containing a total of 95 parameters for 5 and 48 para
