59110-36-0Relevant articles and documents
Synthesis of bifluorenes via cobalt halide radical coupling
Al-Afyouni, Malik H.,Huang, Tiffany A.,Hung-Low, Fernando,Bradley, Christopher A.
supporting information; experimental part, p. 3261 - 3265 (2011/07/08)
Reaction of in situ generated lithium fluorenide salts with cobalt chloride results in formation of the corresponding bifluorenes. The scope of fluorenes that can be coupled include those containing substituents amenable to polymerization for application
Bond dissociation energies for radical dimers derived from highly stabilized carbon-centered radicals
Frenette, Mathieu,Aliaga, Carolina,Font-Sanchis, Enrique,Scaiano
, p. 2579 - 2582 (2007/10/03)
(Matrix Presented) The temperature dependence of the dissociation of dimers formed from highly stabilized carbon-centered radicals has been examined. Analysis of the data yields the bond dissociation energy (BDE) for the central head-to-head C-C bond in t
Broensted Correlations for Electron Transfer from Carbanions to Halomethyl Phenyl Sulfone and 1,1-Dinitroalkane-Type Acceptors
Bordwell, Frederick G.,Clemens, Anthony H.
, p. 2510 - 2516 (2007/10/02)
9-Substituted fluorenyl carbanions, 9-G-Fl(1-), with G = Ar or Me, have been dimerized to (9-G-Fl)2 by reaction in Me2SO solution with PhSO2CH2X and R2C(NO2)X electron acceptors.Rate measurements revealed the following electron-accepting abilities: c-C6H10(NO2)2 > Me2C(NO2)2 > PhSO2CH2Br, PhSO2CH2I > c-C6H10(NO2)CN > c-C6H10(NO2)SO2C7H7 > Me2C(NO2)SO2C7H7 > PhSO2CH2Cl.The rate-limiting step in these reactions is electron transfer from 9-G-Fl(1-) to the electron acceptor.Plots of log k vs. pKa of 9-G-FlH are linear with a slope near unity for all seven electron acceptors studied.We conclude that a Broensted β of unity is characteristic of electron transfer from carbanions to electron acceptors in Me2SO solution.This is interpreted to mean that the changes in ΔG0 brought about by changes in the basicity of the carbanion are matched by changes in ΔG(excit.), which correspond to the difference in the energy gap between the HOMO of the donor and the LUMO of the acceptor.