Catalytic utility of PNN-based Mn I pincer complexes in the synthesis of quinolines and transfer hydrogenation of carbonyl derivatives

This manuscript describes the synthesis of a triazolyl-pyridine-based phosphine, -((diphenylphosphaneyl)methyl)- -methyl-6-(1-phenyl-1 -1,2,3-triazol-4-yl)pyridin-2-amine, [2,6-{(PPh )CH N(Me)(C H N)(C HN C H )}] (1) (here onwards referred to as PNN) and its cationic and neutral Mn complexes and cat...

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Veröffentlicht in:Dalton transactions : an international journal of inorganic chemistry 2024-03, Vol.53 (12), p.5580-5591
Hauptverfasser: Mohite, Manali A, Sheokand, Sonu, Mondal, Dipanjan, Balakrishna, Maravanji S
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Sprache:eng
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Zusammenfassung:This manuscript describes the synthesis of a triazolyl-pyridine-based phosphine, -((diphenylphosphaneyl)methyl)- -methyl-6-(1-phenyl-1 -1,2,3-triazol-4-yl)pyridin-2-amine, [2,6-{(PPh )CH N(Me)(C H N)(C HN C H )}] (1) (here onwards referred to as PNN) and its cationic and neutral Mn complexes and catalytic applications. The reaction of 1 with Mn(CO) Br afforded a cationic complex [Mn(CO) (PNN)]Br (2), which is highly stable in solid state, but in solution it gradually loses one of the CO groups to form a neutral complex [Mn(CO) (PNN)Br] (3). Complex 2 on treatment with AgBF also yielded a cationic complex [Mn(CO) (PNN)]BF (4). These complexes efficiently promoted the synthesis of quinoline derivatives acceptor-less dehydrogenative coupling of 2-aminobenzyl alcohol and ketones, with complex 3 showing the highest activity with a very low catalyst loading (0.03 mol%) at 110 °C. Complex 3 (0.5 mol%) also showed excellent catalytic activity in the transfer hydrogenation of ketones and aldehydes to form respective secondary and primary alcohols.
ISSN:1477-9226
1477-9234
DOI:10.1039/D4DT00001C