Dynamic 1H NMR studies of hindered internal rotations in the synthesized particular phosphorus ylide: Experimental and theoretical approaches

•Two rotational isomers of the synthesized ylide indicated experimentally.•The barriers around the selected bonds are obtained by the dynamic 1H NMR.•DFT and ab initio methods are performed.•The calculated barriers confirmed the experimental data.

Dynamic 1H NMR measurements were performed within the synthesized particular phosphorus ylide involving 4-formylphenyl phenylcarbamate. Four rotational process and thereby parameters were targeted for rotation around the CC, C-C, HCNC and OCNC bonds. The Gibbs free activation energy in CDCl3, ΔG≠exp, was found to be 64 ± 2, 50 ± 2, 41 ± 2 and 63 ± 2, respectively. These findings were compared with related ab initio and DFT results on simulated situation. Theoretical methods tested, were comparable to the present D 1H NMR data.

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