Journal
ORGANOMETALLICS
Volume 34, Issue 2, Pages 522-533Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om501160n
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Funding
- Fundacion Seneca [08670/PI/08]
- Department of Science and Technology [IFA12-CH-22]
- Alexander von Humboldt Foundation
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New cyclometalated palladium complexes of general formula [Pd(Bmim)(X)(C boolean AND N)] have been synthesized by a novel reaction route involving di-mu-hydroxo-palladacycles [{Pd(mu-OH)(C boolean AND N)}(2)] (C boolean AND N = 2-benzoylpyridine (Bzpy), I, previously unreported, or C boolean AND N = 2-phenylpyridine (Phpy), II)] and 1,3-butylmethylimidazolium salts [HBmim]X (X: Cl, Br, I, or saccharinate (Sacc); a, b, c, or d complexes, respectively). This simple acid-base reaction could not be achieved under identical conditions when corresponding di-mu-acetate complexes were used as starting materials. An alternative pathway to NHC/imidate complexes has also been explored by reacting IIb with [Ag(Phthal)(SMe2)](2) (Phthal = phthalimidate, e) to obtain [Pd(Bmim)(Phthal)(Phpy)], IIe. Structural characterization by X-ray diffraction of complexes Id, IIb, IId, and IIe has confirmed the proposed formulas. The mononuclear complexes have shown to catalyze the scalable Suzuki-Miyaura cross-coupling of 9-bromophenanthrene with a wide scope of aryl boronic acids, irrespective of their electronic properties and at a very low catalyst concentration of 0.01%.
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