期刊
TETRAHEDRON
卷 138, 期 -, 页码 -出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2023.133406
关键词
Cyclophane; Planar chirality; Circularly polarized luminescence
This study synthesizes two optically active V-shaped molecules using chiral building blocks of enantiopure pseudo-ortho- and pseudo-meta-disubstituted [2.2]paracyclophane. The molecules consist of the same rc-electron system stacked at the terminal benzene rings with stacking angles of 60 degrees and 120 degrees. The molecule with a 60-degree stacking angle exhibits better chiroptical properties, especially circularly polarized luminescence behavior, which is confirmed by theoretical studies. A correlation exists between the chiroptical properties and stacking angle of emissive rc-conjugated molecules.
This study demonstrates the synthesis of two optically active V-shaped molecules using enantiopure pseudo-ortho- and pseudo-meta-disubstituted [2.2]paracyclophane as the chiral building blocks. Both consist of the same rc-electron system (p-phenylene-ethynylene containing three benzenes) stacked at the terminal benzene rings with stacking angles of 60 degrees and 120 degrees, respectively. The chiroptical properties, particularly the circularly polarized luminescence behavior, of the molecule with a stacking angle of 60 degrees were better than those of its counterpart, and these results were confirmed via theoretical studies. A correlation exists between the chiroptical properties and stacking angle of emissive rc-conjugated molecules.
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