2009
DOI: 10.1021/ol900558s
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X-ray Structural Characterization of Charge Delocalization onto the Three Equivalent Benzenoid Rings in Hexamethoxytriptycene Cation Radical

Abstract: This paper is NOT THE PUBLISHED VERSION; but the author's final, peer-reviewed manuscript. The published version may be accessed by following the link in th citation below.

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Cited by 26 publications
(35 citation statements)
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“…5). Indeed, the experimental MF/D points fall exactly on the predicted lines, obtained using the electrochemical redox potential E ox1 (DMB) = 0.82 V, [19] confirming that the relative first oxidation potentials of THEO and DMB are not impacted by the presence/absence of electrolyte.…”
Section: +supporting
confidence: 76%
“…5). Indeed, the experimental MF/D points fall exactly on the predicted lines, obtained using the electrochemical redox potential E ox1 (DMB) = 0.82 V, [19] confirming that the relative first oxidation potentials of THEO and DMB are not impacted by the presence/absence of electrolyte.…”
Section: +supporting
confidence: 76%
“…The simplest example of apical [23] aromatic homoconjugated compound should be diphenylmethane (DPM, 16; Figure 2). [24] However, aryl-aryl interactions in diaryl-A C H T U N G T R E N N U N G methanes are governed by repulsive electrostatic forces [25] and, therefore, the most stable conformation of 16 is the helical disposition, in which the homoconjugative interaction between the phenyl rings is not possible.…”
Section: Resultsmentioning
confidence: 99%
“…Their unique molecular configuration have found application in various functional areas, for instance, as molecular motors and as ligands . Furthermore, chemical modification such as π‐fusion or substituent introduction on triptycene or trinaphtho[3.3.3]propellane (TNP, 1 , Scheme ), induces a strong π‐π interaction between molecules, leading to two‐dimensional (2D) molecular assemblies . In addition to their geometrical uniqueness, homoconjugation among three arenes have been active subjects of investigation due to the importance for both fundamental science and application in organic semiconductors such as OFET and photovoltaics.…”
Section: Methodsmentioning
confidence: 99%