Design of neutral organic superacids using fulvene derivatives with di‐enol substituent |
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| Authors: | Younes Valadbeigi |
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| Affiliation: | Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran |
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| Abstract: | A new class of superacids was designed using enolic derivatives of fulvene. After deprotonation, bond rearrangement leads in a stable conjugate base with an aromatic cyclopentadienyl ring and a carboxyl group. The gas phase enthalpies (  ) of the deprotonation, as an index of acidity, were calculated employing the B3LYP method and 6‐311++G(d,p) and aug‐cc‐PVDZ basis sets. The acidity of these compounds without any electron withdrawing groups was more than H2SO4 in gas phase. The acidity increased by substituting electron withdrawing groups (? F, ? CN, and ?O) into the molecules so that we could achieve a cyano derivative of fulvene with  = 250 kcal/mol. |
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| Keywords: | cyclopentadienyl di‐enol fulvene Superacid |
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