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Electron structure and substituent effects in o-, m-, p-IC6H4OCH3 iodoanisoles

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Abstract

The electronic structures and substituent effects in o-, m-, and p-iodoanisoles have been investigated by ultraviolet photoelectron spectroscopy (UPS). The observed UPS bands were analyzed by combining empirical arguments and theoretical methods. Owing to the electron-donating nature of both iodo- and methoxy substituents, the first ionization potentials of the three iodoanisoles are lower than those of iodobenzene and anisole. The presence of the two substituents in iodoanisoles leads to an electron- rich structure, which might contribute to the observed high reactivity of iodoanisoles in a number of organic reactions.

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Authors and Affiliations

  1. Beijing National Laboratory for Molecular Sciences (BNLMS), State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    ShengRui Tong, WeiGang Wang, ChunPing Ma, MaoFa Ge & DianXun Wang

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  1. ShengRui Tong
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  2. WeiGang Wang
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  3. ChunPing Ma
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  4. MaoFa Ge
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  5. DianXun Wang
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Correspondence to MaoFa Ge or DianXun Wang.

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Supported by the National Natural Science Foundation of China (Grant No. 20673123)

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Tong, S., Wang, W., Ma, C. et al. Electron structure and substituent effects in o-, m-, p-IC6H4OCH3 iodoanisoles. Sci. China Ser. B-Chem. 52, 1932–1937 (2009). https://doi.org/10.1007/s11426-009-0245-2

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  • DOI: https://doi.org/10.1007/s11426-009-0245-2

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