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Published on: September 18, 2016
Characterization of resonance structures in aromatic rings of benzene and its heavier-element analogues
Tomohiro Sugahara1, Daisuke Hashizume2, Norihiro Tokitoh1
1Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan.
Abstract:
We present the experimental visualization of the valence-electron-density distribution in benzene and its kinetically stabilized heavier-element analogues, i.e., 1,2-disilabenzene and 1,2-digermabenzene. The valence-electron-density-distribution (EDD) analysis on the 1,2-disila- and 1,2-digermabenzenes revealed that these contain incompletely delocalized π electrons on their cyclic conjugation systems, making them less aromatic compared to benzene. Based on the results of this EDD analysis in combination with anisotropy of the current-induced density (ACID) calculations, considerable contributions from the characteristic resonance structures of 1,2-disila- and 1,2-digermabenzenes with cleaved EE bonds can be expected.
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