Chiral molecular switches based on binaphthalene molecules with anthracene moieties: CD signal due to interchromophoric exciton coupling and modulation of the CD spectrum |
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Authors: | Wang Cheng Zhu Lingyun Xiang Junfeng Yu Yanxin Zhang Deqing Shuai Zhigang Zhu Daoben |
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Institution: | Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China. |
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Abstract: | By coupling the features of binaphthalene and anthracene, new binaphthalenes with two anthracene moieties were designed and synthesized, aiming at developing chiral molecular switches. A strong CD signal with negative sign due to the interchromophoric exciton coupling was observed for (S)-1 with -(CH2)2 as the linker. This new CD signal became weak and the sign reversed by changing the linker to -(CH2)3 in (S)-2 and -(CH2)6 in (S)-3. For (S)-4 with -(CH2)11 as the linker, no such CD signal was detected. Photodimerization of two anthracene moieties in these binaphthalene molecules can occur. The results show that the CD spectra of (S)-1, (S)-2, (S)-3, and (R)-1 can be reversibly modulated by alternating UV light irradiation and heating. Therefore, chiral molecular switches based on new binaphthalenes with two anthracene moieties are achieved. |
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