683208-59-5Relevant academic research and scientific papers
Synthesis and structure of 5,6,7,12-tetrahydrodibenz[c,f][1,5]azabismocines
Shimada, Shigeru,Yamazaki, Osamu,Tanaka, Toshifumi,Suzuki, Yohichi,Tanaka, Masato
, p. 3012 - 3023 (2004)
Hypervalent organobismuth compounds, 6-tert-butyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azabismocines, with 13 different substituents on the bismuth atom including halogens, alkyl, alkenyl, alkynyl, aryl, or phenylthio groups have been synthesized. A key compound, 12-chloro-6-tert-butyl-5,6,7,12-tetrahydrodibenz[c,f] [1,5]azabismocine, which is a precursor for other azabismocines, has been synthesized by two different procedures; one is based on Akiba's method using 2-bromobenzylbromide as one of the starting materials and the other is a newly developed one using a cheaper starting material, 2-chlorobenzyl chloride. The structures of 12 new bismuth compounds were determined by X-ray diffraction. The eight-membered tetrahydroazabismocine ring has proved to be highly flexible and the hypervalent Bi - N bond distances vary ranging from 2.568(3) to 2.896(5) ?, depending on the electronic nature of the substituents on the bismuth atom. The Bi-N bond distances have good linear relationship against Hammett's m constants.
