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Enhanced circular dichroism at elevated temperatures through complexation-induced transformation of a three-layer cyclophane with dualistic dynamic helicity
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| Title: | Enhanced circular dichroism at elevated temperatures through complexation-induced transformation of a three-layer cyclophane with dualistic dynamic helicity |
| Authors: | Katoono, Ryo Browse this author →KAKEN DB | | Obara, Yudai Browse this author | | Fujiwara, Kenshu Browse this author →KAKEN DB | | Suzuki, Takanori Browse this author →KAKEN DB |
| Issue Date: | 28-Feb-2018 |
| Publisher: | Royal Society of Chemistry |
| Journal Title: | Chemical science |
| Volume: | 9 |
| Issue: | 8 |
| Start Page: | 2222 |
| End Page: | 2229 |
| Publisher DOI: | 10.1039/c7sc05242a |
| Abstract: | When two planes stacked one above the other are twisted, they provide a dynamic pair of helical conformations with (M)- or (P)-helicity. We designed a three-layer cyclophane that consists of two such dynamic pairs: the top and middle planes, and the middle and bottom planes. Hence, several global conformations could be created for the overall molecule, e.g., double-helical forms with a pair with the same helicity [(M, M) or (P, P)], and a meso-like form with a pair with a different helicity (M, P). These conformations dynamically interconvert to each other in solution. Chiroptical properties were given by the helical-sense preference of the double-helical forms, which was brought about through complexation with a chiral hydrogen-bonding guest. In terms of the conformational energy in a complexed state, when a desirable relationship between double-helical and meso-like forms was attained, complexation-induced circular dichroism was enhanced at elevated temperatures and decreased at lowered temperatures. |
| Rights: | https://creativecommons.org/licenses/by-nc/3.0/ |
| Type: | article |
| URI: | http://hdl.handle.net/2115/70694 |
| Appears in Collections: | 理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 上遠野 亮
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