COA of Formula: C5H8N2. In 2021.0 ANGEW CHEM INT EDIT published article about CATALYZED C-N; LONG-LIVED CATALYSTS; SNAR REACTION; CHLORIDES; AMINATION; HETEROARYL; COMPLEXES; BROMIDES; AMINES; STATE in [Wang, Justin Y.; Choi, Kyoungmin; Hartwig, John F.] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA; [Zuend, Stephan J.] BASF Corp, 46820 Fremont Blvd, Fremont, CA 94538 USA; [Borate, Kailaskumar; Shinde, Harish] BASF Chem India Pvt Ltd, Innovat Campus Mumbai,Room 6-25,Plot 12,TTC Area, Navi Mumbai 400705, India; [Goetz, Roland] BASF SE, Carl Bosch Str 38, D-67056 Ludwigshafen Am Rhein, Germany in 2021.0, Cited 54.0. The Name is 3,5-Dimethyl-1H-pyrazole. Through research, I have a further understanding and discovery of 67-51-6.
Reported here is the Pd-catalyzed C-N coupling of hydrazine with (hetero)aryl chlorides and bromides to form aryl hydrazines with catalyst loadings as low as 100 ppm of Pd and KOH as base. Mechanistic studies revealed two catalyst resting states: an arylpalladium(II) hydroxide and arylpalladium(II) chloride. These compounds are present in two interconnected catalytic cycles and react with hydrazine and base or hydrazine alone to give the product. The selectivity of the hydroxide complex with hydrazine to form aryl over diaryl hydrazine was lower than that of the chloride complex, as well as the catalytic reaction. In contrast, the selectivity of the chloride complex closely matched that of the catalytic reaction, indicating that the aryl hydrazine is derived from this complex. Kinetic studies showed that the coupling process occurs by rate-limiting deprotonation of a hydrazine-bound arylpalladium(II) chloride complex to give an arylpalladium(II) hydrazido complex.
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Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics