1346136-93-3Relevant academic research and scientific papers
Flow Metal-Free Ar-C Bond Formation via Photogenerated Phenyl Cations
Bergami, Matteo,Protti, Stefano,Ravelli, Davide,Fagnoni, Maurizio
supporting information, p. 1164 - 1172 (2016/04/19)
A convenient photochemical flow protocol for the formation of aryl-carbon bonds via photogenerated phenyl cations has been developed. A wide range of phenylated products, including biaryls, allylarenes, 2-arylacetals and benzyl γ-lactones, was smoothly synthesized in satisfactory yields under metal-free conditions. The adoption of a flow reactor often allowed us to adopt higher concentrations of substrates and shorter irradiation times compared to those usually employed in batch systems.
Metal-free arylations via photochemical activation of the Ar-OSO 2R bond in aryl nonaflates
Raviola, Carlotta,Canevari, Veronica,Protti, Stefano,Albini, Angelo,Fagnoni, Maurizio
supporting information, p. 2704 - 2708 (2013/10/08)
The photolysis of electron-rich aryl nonaflates (ArONfs) in protic media was investigated and heterolysis of the Ar-OS bond (from 3ArONf) took place. The reaction generated a triplet phenyl cation that added to π-bond nucleophiles. This metal-free arylation method was made further useful by adopting in situ preparation of ArONf from the corresponding phenol.
Nanocrystalline titania-supported palladium(0) nanoparticles for Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides
Sreedhar,Yada, Divya,Reddy, P. Surendra
experimental part, p. 2823 - 2836 (2011/12/01)
The Suzuki cross-coupling reaction of various aryl and heteroaryl halides with arylboronic and heteroarylboronic acids was studied using a titania-supported palladium(0) catalyst at room temperature under air. The conversion and selectivity results obtained for many substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The methodology is similarly effective using 2-bromo-3,4,5-trimethoxybenzaldehyde as the coupling partner and gave products in good yield. Furthermore, it has been shown that it is useful for the synthesis of terphenyl and tetraphenyls. The catalyst is quantitatively recovered from the reaction by simple filtration and reused for a number of cycles without significant loss of activity. Inductively coupled plasma (ICP) mass-spectrometric analysis of the filtrate from the reaction mixture demonstrated that the palladium metal hardly leached into the solution within the limits of the detector (1 ppm), thus suggesting that the present Suzuki-Miyaura reaction proceeded by heterogeneous catalysis. Copyright
