STRUCTURE OF AND ELECTRONIC INTERACTIONS IN AROMATIC POLYVALENT IODINE COMPOUNDS - A C-13 NMR-STUDY
STRUCTURE OF AND ELECTRONIC INTERACTIONS IN AROMATIC POLYVALENT IODINE COMPOUNDS - A C-13 NMR-STUDY
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DOI：
10.1002/mrc.1260270902
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发表时间：
1989-09-01
影响因子：
2
通讯作者：
DURST, HD
中科院分区：
文献类型：
--
作者：
KATRITZKY, AR;GALLOS, JK;DURST, HD
总结和讨论了芳香族多价碘化合物的结构、电子取代基效应和~(13)C核磁共振谱，特别是碘代和碘氧基衍生物。合成了一系列芳香族三价和五价碘化合物，测定了它们的~(13)C核磁共振谱，计算了几个多价碘官能团的取代基化学位移。随着碘的氧化态(I→II→V)的增加，由于重原子效应(30ppm)，碘在芳基碘化合物中对其同碳原子的强屏蔽作用大大降低，这种下降显然对稳定的高价碘化合物是普遍的。讨论了可能的解释，并提出了化学位移、结构和/或电子效应之间的关联。
Available data on the structures, electronic substituent effects and13C 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, their13C 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 theipso‐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.