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Paper | Regular issue | Vol 63, No. 10, 2004, pp.2341-2348
Published online, 31st August, 2004
DOI: 10.3987/COM-04-10182
Synthesis of 2-Chloro-8-(2-pyridyl)-1-azaazulene and Its Metal Complexes

Noritaka Abe,* Eri Hashimoto, Hiroyuki Fujii, Yoshiko Murakami, Shoji Tagashira, and Akikazu Kakehi

*Department of Chemistry, Faculty of Science, Yamaguchi University, Yamaguchi 753-8512, Japan


Reaction of 2-chloro-1-azaazulenes with 2-pyridyllithium followed by dehydrogenation by chloranil gave 8-(2-pyridyl) -1-azaazulene (2). Formation of metal complexes (M = Cu, Fe, Pd) of 2 was achieved. The reaction of 2 with Cu(I) gave 1:1-complex (3) and 2:1-complex (4). Complex (3) was deduced to have a polymeric chain structure with the copper center is +1. The ESR spectrum study of 4 showed that the copper center is +2. The structure of 4 was decided by X-Ray structural analysis and it is shown that the complex takes a trigonal bi-pyramidal structure.