Abstract

The 1 J( 199Hg 13C) coupling constants of isobutylmercury compounds RhgCH 2CHMe 2 (R = organo group) have been measured and compared to the coupling constants of diisobutylmercury and diorganomercury compounds HgR 2. Between the coupling constants 1 J(HgC i-Bu) and 1 J(HgC R), which have been normalized to the coupling constants of the symmetric compounds concerned, a linear relation has been found. This relation, which can be deduced from the Fermi contact term on the basis of the simple hybrid orbital model, shows that the coupling constant 1 J(HgC i-Bu) reflects the s-character of the mercury hybrid orbital concerned and accordingly the NMR trans-influence of the organo group R. The NMR trans-influence decreases in the sequence t-Bu > i-Pr ∼ cyclo-C 6H 11 > Et ∼ n-Pr ∼ n-Bu ∼ i-Bu > CH 2Ph ∼ CH 2CHCH 2 ∼ Me > CH 2SiMe 3 > Ph ∼ CHCH 2 > CH 2SPh > CCl 3 > C 6Cl 5 > CCPh ∼ CCH.

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