403-48-5Relevant articles and documents
Mechanism of the coupling of diazonium to single-walled carbon nanotubes and its consequences
Schmidt, Gregory,Gallon, Salome,Esnouf, Stephane,Bourgoin, Jean-Philippe,Chenevier, Pascale
, p. 2101 - 2110 (2009)
Due to its simplicity and versatility, diazonium coupling is the most widely used method for carbon nanotube (CNT) functionalization to increase CNT processability and add new functionalities. Yet, its mechanism is so far mostly unknown. Herein, we use kinetic analysis to shed light on this complex mechanism. A free-radical chain reaction is revealed by absorption spectroscopy and ESR. Metallic CNTs are shown to play an unexpected catalytic role. The step determining the selectivity towards metallic CNTs is identified by a Hammett correlation. A mechanistic model is proposed that predicts reactivity and selectivity as a function of diazonium electrophilicity and metallic-to- semiconducting CNT ratio, thus opening perspectives of controlled high-yield functionalization and purification.
Visible-Light-Mediated Hydroxycarbonylation of Diazonium Salts
Gosset, Cyrille,Pellegrini, Sylvain,Jooris, Romain,Bousquet, Till,Pelinski, Lydie
supporting information, p. 3401 - 3405 (2018/08/06)
A visible light-promoted catalytic photoredox hydroxycarbonylation was achieved on aryl diazonium salts whether preformed or generated in situ from the corresponding anilines. This strategy allows a straightforward access to a variety of carboxylic acids under mild conditions. (Figure presented.).
Crown Cation Complex Effects. 12. Dissolution and Complexation of Arenediazonium Cations in Nonpolar Media. An Assessment of Solvent Effects and Reactivity by Infrared and Nuclear Magnetic Resonance Spectroscopy
Korzeniowski, Stephen H.,Leopold, Ahuva,Beadle, James R.,Ahern, Michael F.,Sheppard, William A.,et al.
, p. 2153 - 2159 (2007/10/02)
A number of arenediazonium salts (largely tetrafluoroborates) have been surveyed to determine their solubility properties and the influence of crown ethers and quaternary ammonium salts thereupon.Analysis has been by a variety of spectral techniques inclu