Structure of and electronic interactions in aromatic polyvalent iodine compounds: A 13 C NMR study
1989; Wiley; Volume: 27; Issue: 9 Linguagem: Inglês
10.1002/mrc.1260270902
ISSN1097-458X
AutoresAlan R. Katritzky, John K. Gallos, H. D. Durst,
Tópico(s)Catalysis and Oxidation Reactions
ResumoAbstract Available data on the structures, electronic substituent effects and 13 C NMR spectra of aromatic polyvalent iodine compounds, particularly iodoso and iodoxy derivatives, are summarized and discussed. A series of aromatic tri‐ and penta‐valent iodine compounds were synthesized, their 13 C NMR spectra were measured and the substituent chemical shifts (SCS) for several polyvalent iodine functional groups were calculated. As the oxidation state of iodine increases (I → II → V), the strong shielding of the ipso ‐carbon atom by iodine in aryl iodides due to the ‘heavy‐atom effect’ (30 ppm) decreases substantially, and this decrease is apparently general for stable hypervalent iodine compounds. Possible explanations are discussed and correlations between chemical shifts, structures and/or electronic effects are proposed.
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