Synthesis and molecular structure of asymmetric 2,2′-(4-(alkyloxy)-1,3-phenylene)bis(1-(4-substitutedphenyl)diazene): Crystal structure of 2,2′-(4-(octyloxy)-1,3-phenylene)bis(1-(4-chlorophenyl)diazene)

✍ Scribed by Guan-Yeow Yeap; Chin-Hin Ong; Daisuke Takeuchi; Masaki Kakeya; Kohtaro Osakada; Wan Ahmad Kamil Mahmood; Ono Atsuko; Volkmar Vill

• Publisher: Elsevier Science
• Year: 2008
• Tongue: English
• Weight: 266 KB
• Volume: 882
• Category: Article
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2007.08.037

✦ Synopsis

Six new asymmetric derivatives of diazenes with a general formula of C n H 2n + 1 OC 6 H 3 (N@NC 6 H 4 X) 2 in which n are even parity numbers from 8 to 14 and X = Cl and Br have been synthesized and their molecular structures were characterized by physical measurements and spectroscopic methods (FT-IR, 1D and 2D NMR). The conformation of title compound with 4-octyloxy in the central ring and 4-chloro in the respective phenyl ring of both azo fragments was determined by single-crystal X-ray diffraction analysis of which the space group in monoclinic primitive lattice is P2 1 /a. Crystal structure also revealed that the conformation for both N@N groups were trans and the phenyl ring of 4-chloro in the azobenzene fragment adjacent to the alkoxyl group was not coplanar with the central ring as well as the phenyl ring in another chloro-substituted azobenzene.