910612-13-4Relevant articles and documents
Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes
Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 8250 - 8253 (2021/10/12)
An atom economical protocol for the construction of 9-(diorganomethylidene)fluorenes through palladium-catalyzed coupling reactions of 2-iodobiphenyls with alkenyl bromides has been reported. The reaction proceeds through the C-H activation/oxidative addition/reduction elimination/intramolecular Heck coupling reaction to afford a series of 9-(diorganomethylidene)fluorenes with good yields. Control experiments demonstrate that a five-membered palladacycle acts as a key intermediate and β-H elimination serves as the rate-limiting step.
Substituent Effects on Electron Spin Distribution and Conformation of Radical Ions obtained from 9-Diphenylmethylenefluorenes
Franco, M. Luisa T. M. B.,Herold, Bernardo J.,Evans, Jeffrey C.,Rowlands, Christopher C.
, p. 443 - 450 (2007/10/02)
Nine new substituted 9-diphenylmethylenefluorenes were synthetized.The reductions of the unsubstituted hydrocarbon and eleven substituted derivatives were studied by cyclic voltammetry in dimethylformamide solution.E.s.r. and ENDOR spectra of the radical anions obtained by reduction with alkali metal in tetrahydrofuran were recorded.The electron spin distribution as obtained from experiment was compared with the results of Hueckel-McLachlan calculations.The conformations of the radical anions were determined from the spectra.The ratio of electron spin densities in the fluorene part of the alkene and in the diphenylmethylene group obeys a linear Hammett correlation.A similar study was performed for the radical cations of six of the twelve alkenes.