111679-47-1Relevant articles and documents
Efficient preparation of 2-azulenylboronate and Miyaura-Suzuki cross-coupling reaction with aryl bromides for easy access to poly(2-azulenyl)benzenes
Ito, Shunji,Terazono, Tomomi,Kubo, Takahiro,Okujima, Tetsuo,Morita, Noboru,Murafuji, Toshihiro,Sugihara, Yoshikazu,Fujimori, Kunihide,Kawakami, Jun,Tajiri, Akio
, p. 5357 - 5366 (2004)
This paper describes an efficient preparation of 2-azulenylboronate (6) starting from 2-iodoazulene by halogen-metal exchange reaction using n-BuLi and subsequent quenching with 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. The boronate 6 has been found to undergo Pd-catalyzed Miyaura-Suzuki cross-coupling reaction with a range of aryl bromides including aromatic poly bromides utilizing Pd2(dba)3-P(t-Bu)3 as a catalyst and establishes a strategy to produce novel poly(2-azulenyl)benzenes, some of which are found to be insoluble in common organic solvents, however. The redox behavior of 2-arylazulenes and poly(2-azulenyl)benzenes was examined by cyclic voltammetry (CV) and compared with those of 6-azulenylbenzene derivatives reported previously.