Activation Energy and NBO Interaction Approaches to the Determination of the Relative Resonance Acceptor Strengths of CN, NO, COMe, CHO and NO2 Groups from the Ring-Opening of 1,2-Benzo-3-Carbomethoxycyclobutenes
Keyword(s):
<p>The relative resonance-acceptor ability based on the activation energies for the outward ring-openings of 1,2-benzo-3-carbomethoxycyclobutenes bearing CN, NO, COMe, CHO and NO<sub>2</sub> as C6 and C7 substituents is different from that based on the s<sub>C3C4</sub>-p*<sub>C1C2</sub> interactions in the inward opening transition structures. The differential activation energy (∆G<sup>‡</sup>) predicts outward ring-opening and, in contrast, the differential s<sub>C3C4</sub>-p*<sub>C1C2</sub> interaction energy predicts inward opening, throughout. The relative resonance-acceptor ability estimated from the s<sub>C3C4</sub>-p*<sub>C1C2</sub> interaction energies is more realistic than that from the activation energies.</p>
2019 ◽
2021 ◽
2021 ◽
Keyword(s):
2020 ◽
2012 ◽
Vol 13
(4)
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Keyword(s):
2020 ◽