AI Article Synopsis
- The study focuses on creating X-shaped molecules using a planar chiral [2.2]paracyclophane structure, which includes stacking di(methoxy)terphenyl units on central benzene rings.
- At room temperature, the anisolyl rings in these molecules can freely rotate in solution, but in solid form, they are locked in place, showcasing axial chirality and propeller chirality due to intramolecular interactions.
- The molecules exhibit notable circularly polarized luminescence (CPL) at different temperatures, with unique behavior seen at -120 °C, reflecting how the molecular structure affects their optical properties.
Article Abstract
Optically active X-shaped molecules based on the planar chiral [2.2]paracyclophane building block were prepared, in which di(methoxy)terphenyl units were stacked on the central benzene rings. At 25 °C, anisolyl rings freely rotate in solution, while in the crystal form, they are fixed by intramolecular CH-π interactions, thereby leading to the expression of the axial chirality, i.e., propeller chirality was exhibited by the planar chiral [2.2]paracyclophane moiety. The X-shaped molecule exhibited good circularly polarized luminescence (CPL) profiles with moderate Φ and a large g value in the order of 10 at 25 °C, in solution. In contrast, at -120 °C, dual CPL emission with opposite signs was observed. According to the theoretical studies, the rotary motion of the anisolyl units is suppressed in the excited states, and so emission from two isomers could be observed. These results demonstrate that the axial chirality was controlled by the planar chirality, leading ultimately to propeller chirality.
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| http://dx.doi.org/10.1002/chem.202003188 | DOI Listing |
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