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Title: Correlation of spectroscopically determined ligand donor strength and nucleophilicity of substituted pyrazoles
Authors: Bernhammer, J.C.
Huynh, H.V. 
Issue Date: 28-Jul-2012
Citation: Bernhammer, J.C., Huynh, H.V. (2012-07-28). Correlation of spectroscopically determined ligand donor strength and nucleophilicity of substituted pyrazoles. Dalton Transactions 41 (28) : 8600-8608. ScholarBank@NUS Repository.
Abstract: The relative ligand donor strengths of 10 pyrazole-derived ligands has been determined with great accuracy, making use of the interdependence between the donor strength of the co-ligand and the 13C NMR chemical shift of the iPr 2-bimy carbene signal in trans-[PdBr 2( iPr 2-bimy)L] complexes ( iPr 2-bimy = 1,3-diisopropylbenzimidazolin-2-ylidene; L = pyrazole-derived ligand). Even subtle variations in the substitution pattern of the pyrazole backbone up to three bonds away from the coordinating nitrogen could be detected reliably using this methodology. Alkylation experiments conducted on the pyrazoles using electrophiles of varied reactivity (ethyl bromide, ethyl iodide, and trimethyloxonium tetrafluoroborate) served as a benchmark to rank the pyrazoles in three groups of gradually increasing nucleophilicity, which correlated well with their determined donor strength. © 2012 The Royal Society of Chemistry.
Source Title: Dalton Transactions
ISSN: 14779226
DOI: 10.1039/c2dt30526g
Appears in Collections:Staff Publications

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