Synthesis of Pyridines, Quinolines, and Pyrimidines via Acceptorless Dehydrogenative Coupling Catalyzed by a Simple Bidentate P^N Ligand Supported Ru Complex

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herbert_david MS-019 2020.pdf(2.11 MB)
Date
2020-03-30
Authors
Mondal, Rajarshi
Herbert, David E
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Volume Title
Publisher
American Chemical Society
Abstract
A ruthenium hydrido chloride complex (1) supported by a simple, heteroleptic bidentate P^N ligand (L1) containing a diarylphosphine and a benzannulated phenanthridine donor arm is reported. In the presence of base, complex 1 catalyzes multicomponent reactions using alcohol precursors to produce structurally diverse molecules including pyridines, quinolines, and pyrimidines via acceptorless dehydrogenative coupling pathways. Notably, L1 does not bear readily (de)protonated Brønsted acidic or basic groups common to transition metal catalysts capable of these sorts of transformations, suggesting metal–ligand cooperativity does not play a significant role in the catalytic reactivity of 1. A rare example of an η2-aldehyde adduct of ruthenium was isolated and structurally characterized, and its role in acceptorless dehydrogenative coupling reactions is discussed.
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Organometallic Catalysis
Citation
Organometallics 2020, 39(8), 1310–1317
URI
http://hdl.handle.net/1993/36055
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University of Manitoba Scholarship
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