1H NMR patterns of antiaromatic systems: Paratropic displacement dependence upon LUMO-HOMO energy gap |
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Authors: | Abraham Minsky Amatzya Y Meyer Mordecai Rabinovitz |
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Institution: | Department of Organic Chemistry, Hebrew University of Jerusalem, Jerusalem 91904, Israel |
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Abstract: | 1H NMR chemical shifts of antiaromatic species reveal an enhanced paratropic displacement. The high-field shifts exhibited by doubly charged benzenoid polycycles were shown to be strongly related to the LUMO-HOMO energy gaps in these antiaromatic systems. As the gap decreases, a larger paratropic shift was observed. |
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