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The 1JCSe coupling constants for a range of NHC-selenium adducts have been measured and used to establish a correlation with the sigma-donor strength of the respective carbenes. For the subclass of amido-carbenes, the 1JCSe values revealed a high donor capacity, very much in contrast to what the DFT-calculated HOMO energies suggest. The 1JCH coupling constants for the C-2 atoms in azolium-type NHC precursors were more readily obtained and show the same trend as the 1JCSe coupling constants. In addition, the use of 77Se chemical shifts to determine pi-acidity has been extended to a broader range of derivatives, namely 1·Se-22·Se. The superior resolution of the delta(77Se) method in comparison with the Tolman electronic parameters derived from IR spectroscopy is demonstrated for the caffeine-derived bis-carbene 19.
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