Synthetic applications of diazonium ions

Rates and pH-dependent product distributions of the CuCl2-catalyzed dediazoniation ofp-nitrobenzenediazonium ­tetrafluoroborate in aqueous acid

“…This low selectivity is similar to literature values of S w Cl = 3 for benzendiazonium ion, S w Cl = 4 for 2,4,6 -trimethylbenzenediazonium ion and S w Cl = 1.7 for p-methylbenzenediazonium ion. 25 The selectivities are dependent on ionic strength, as found by Chauduri et al 34 All these results are consistent with rate-determining loss of N 2 (Figs 1 and 2). ArOH is probably formed primarily by reaction of water with the 'free' arenediazonium ions.…”

“…Aromatic diazonium salts are also as important in preparative and synthetic chemistry. [2][3][4] Dediazoniations occur with a wide variety of nucleophiles 3 via both spontaneous, e.g. Griess (Nu = Cl .…”

“…14 The primary function of catechol is to reduce the metal ion, which then reacts with the ArN 2 , but the possibility that catechol can directly reduce the ArN 2 was not considered, as already pointed out by Reszka and Chignell. 19 Few studies involving arenediazonium salts and CuCl 2 alone (i.e.…”

The Structural Influence in the Stability of Polymer‐Bound Diazonium Salts

“…After a reaction time of 4 h at 40-45 8C, it was quenched with saturated ammonium chloride solution (10 mL), and the resin was purified by washing on an inert gas frit with solvents (three times with each, ca. 20 mL for each solvent per 1.00 g resin): THF, Et 2 (4-Aminophenoxy)methylpolystyrene:…”

“…[1,2] The most important reactions of aromatic diazonium ions are Sandmeyer, Schiemann, Meerwein, Pschorr, and Gomberg-Bachmann reactions, but also the Heck reaction [3] and the formation of triazenes [4] and azo compounds [5] represent important processes. Diazonium ions are also of interest in theoretical chemistry.…”