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Ruthenium(II) Acetate Catalyst for Direct Functionalisation of sp2-C[BOND]H Bonds with Aryl Chlorides and Access to Tris- Heterocyclic Molecules

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Abstract

The in situ generated (p-cymene)ruthenium diacetate [Ru(OAc)2(p-cymene)] catalyst 2, prepared from the (p-cymene)ruthenium dichloride dimer {[RuCl2(p-cymene)]2, 1} and potassium acetate (KOAc), acts as an excellent catalyst for ortho C[BOND]H bond functionalisation of 2-pyridylbenzene with unactivated aryl chlorides in the presence of potassium carbonate (K2CO3). Quantitative diarylation can be reached in 1 h at 120 °C. The diarylation of 2-pyridylbenzene with 2-halopyridines and 2- and 3-halothiophenes was performed with 1 in the presence of KOAc or K2CO3 under more drastic conditions to generate the potential tridentate ligands, tris[1,2,3-(2-pyridyl)]benzenes and bis(2,6-thiophenyl)2-pyridylbenzenes.

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