2294-82-8Relevant articles and documents
Functionalization of azafullerene C59N. Radical reactions with 9-substituted fluorenes
Vougioukalakis, Georgios C.,Orfanopoulos, Michael
, p. 8649 - 8652 (2003)
An efficient reaction between the azafullerene dimer, (C 59N)2 and 9-substituted fluorenes leads to the formation of four new azafullerene monoadducts.
Excited-state dynamics of bis(9-fluorenyl)methane and its derivative 9-(9-ethylfluorenyl)-9′-fluorenylmethane: Steric effect on energetics and dynamics of ground- and excited-state conformations
Boo, Bong Hyun,Lee, Minyung,Jeon, Ki-Seok,Kim, Seung-Joon
, p. 2269 - 2278 (2014)
Intramolecular excimer formation of bis(9-fluorenyl)methane (BFM) and 9-(9′-ethylfluorenyl)-9-fluorenylmethane (EFFM), in which an ethyl group is substituted to a 9-H atom in BFM, was studied by means of steady-state and time-resolved fluorescence. Ab initio and DFT calculations enabled the prediction of three conformers as stable species of orthogonal, trans-gauche, and gauche-gauche. The theoretical and experimental results reveal that the substitution effect is also found to appreciably influence the energies, spectroscopy, and kinetics associated with the interconversion of various conformers of the diaryl compounds. We have not observed the rising components in the excimer fluorescence decay of BFM and EFFM in PMMA as observed in the liquid solutions probably because of the existence of the sandwich conformer responsible for the excimer fluorescence prior to the laser irradiation.
Decatungstate-Photocatalyzed Radical Addition of 9-Substituted Fluorenes to [60]Fullerene: A Mechanistic Approach
Malliaros, Nikitas G.,Orfanopoulos, Michael
supporting information, p. 4846 - 4850 (2021/09/20)
An innovative, efficient, regioselective functionalization of C60 with 9H-fluorenes has been disclosed. This efficient photochemical approach uses certain fluorenyl radicals in 9-position deriving from fluorenes through a hydrogen-atom transfer (HAT) process mediated by tetrabutylammoniumdecatungstate [(n-Bu4N)4W10O32]. The single addition of these fluorenyl radicals to C60 proceeded to produce [60]fullerene-fluorene dyads in a single step. The scope and mechanism of this new reaction have been examined. The primary kinetic isotope effect measurements signify the presence of a stepwise mechanism in which the C?H (D) bond scission is the rate-limiting step of the reaction.
Transition-metal-free intramolecular carbene aromatic substitution/Büchner reaction: Synthesis of fluorenes and [6,5,7]benzo-fused rings
Liu, Zhenxing,Tan, Haocheng,Wang, Long,Fu, Tianren,Xia, Ying,Zhang, Yan,Wang, Jianbo
supporting information, p. 3056 - 3060 (2015/03/30)
Intramolecular aromatic substitution and Büchner reaction have been established as powerful methods for the construction of polycyclic compounds. These reactions are traditionally catalyzed by RhII catalysts with a-diazocarbonyl compounds as the substrates. Herein a transition-metal-free intramolecular aromatic substitution/Büchner reaction is presented. These reactions use readily available N-tosylhydrazones as the diazo compound precursors and show wide substrate scope.
