2021
DOI: 10.1021/acs.organomet.0c00679
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N-Heterocyclic Carbene Complexes of Nickel, Palladium, and Iridium Derived from Nitron: Synthesis, Structures, and Catalytic Properties

Abstract: The mesoionic compound (1,4-diphenyl-1,2,4-triazol-4-ium-3-yl)phenylazanide, commonly referred to as Nitron, has been employed as a "crypto-NHC" to afford 1,2,4-triazolylidene compounds of nickel, palladium, and iridium. Specifically, Nitron reacts with NiBr 2 , PdCl 2 , and [Ir(COD)Cl] 2 to afford the Nheterocyclic carbene complexes (Nitron NHC ) 2 NiBr 2 , (Nitron NHC ) 2 PdCl 2 , and (Nitron NHC )Ir(COD)Cl, respectively. The lattermost compound reacts with (i) CO to afford the dicarbonyl compound (Nitron NH… Show more

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Cited by 23 publications
(10 citation statements)
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“…The Pd–C (NHC) distance of 1.957(9) Å is much shorter than that of 2.0138(15) Å in the reported trans -Pd(NHC nitron ) 2 Cl 2 . 32…”
Section: Resultsmentioning
confidence: 99%
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“…The Pd–C (NHC) distance of 1.957(9) Å is much shorter than that of 2.0138(15) Å in the reported trans -Pd(NHC nitron ) 2 Cl 2 . 32…”
Section: Resultsmentioning
confidence: 99%
“…The Pd-C (NHC) distance of 1.957 (9) Å is much shorter than that of 2.0138(15) Å in the reported trans-Pd(NHC nitron ) 2 Cl 2 . 32 An inspection of Fig. 6 clearly shows that seemingly there is an intramolecular π-π stacking of the pyridyl and phenyl ring in the structure of 4b.…”
Section: Structural Descriptionmentioning
confidence: 96%
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“…[41][42][43][44] Its tautomer form in solution assumes the form of a free NHC ligand which readily reacts with different transition metal precursors. [45][46][47][48] Previous studies have documented several palladium(II) NHC complexes derived from nitron (Scheme 2). 48,49 However, to our knowledge, there is no literature on their corresponding palladium(0) complexes incorporating nitron-based NHC ligands.…”
Section: Introductionmentioning
confidence: 99%