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Synthesis and Reactivity of 2‐Arylquinazoline Halidoruthenacycles in Arylation Reactions
Author(s) -
Kuzman Petra,
Požgan Franc,
Meden Anton,
Svete Jurij,
Štefane Bogdan
Publication year - 2017
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201700494
Subject(s) - chemistry , iodide , bromide , aryl , reactivity (psychology) , ligand (biochemistry) , medicinal chemistry , combinatorial chemistry , carboxylate , nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , alkyl , medicine , biochemistry , alternative medicine , receptor , pathology
The synthesis of a range of new cyclometallated organoruthenium(II) complexes through the ortho ‐C−H activation of the aryl group in 2‐aryl‐substituted quinazolines with [RuX 2 ( p ‐cymene)] 2 is described. The beneficial effect of the carboxylate ligand on both the cyclometallation and the further arylation reaction step was demonstrated. Mechanistic studies reveal that bromide and iodide anions decelerate the arylation process by an in situ ligand exchange reaction. Additionally, a detailed NMR spectroscopy investigation was performed to explain some elementary steps in the arylation of 2‐(aryl)quinazoline halidoruthenacycles.