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Absorption spectra of calix[3]pyrrole analogs as probes for contracted macrocycles
| Title: | Absorption spectra of calix[3]pyrrole analogs as probes for contracted macrocycles |
| Authors: | Watanabe, Keita Browse this author | | Saha, Ranajit Browse this author | | Inaba, Yuya Browse this author | | Manabe, Yumehiro Browse this author | | Yoneda, Tomoki Browse this author →KAKEN DB | | Ide, Yuki Browse this author →KAKEN DB | | Hijikata, Yuh Browse this author →KAKEN DB | | Inokuma, Yasuhide Browse this author →KAKEN DB |
| Keywords: | Calixpyrrole | | UV-vis absorption | | strained macrocycle |
| Issue Date: | Jan-2023 |
| Publisher: | World Scientific Publishing |
| Journal Title: | Journal of porphyrins and phthalocyanines |
| Volume: | 27 |
| Issue: | 01n04 |
| Start Page: | 157 |
| End Page: | 163 |
| Publisher DOI: | 10.1142/S1088424622500754 |
| Abstract: | Calix[3]pyrrole and its furan derivatives exhibited bathochromically shifted lowest-energy electronic transition bands in their absorption spectra compared with their calix[4]- and calix[6]-pyrrole analogues, despite the repeating units being the same. We also observed fluorescence emission for calix[3]-type macrocycles. The Stokes shift of the furan/pyrrole hybrid macrocycles, calix[2]furan[1]-pyrrole, and calix[1]furan[2]pyrrole, substantially varied depending on the solvent polarity. Non-covalent interaction (NCI) analyses indicated enhanced interactions between neighboring aromatic rings in the calix[3]pyrrole macrocycle, whereas such interactions were weak in calix[4]pyrrole, in which the interchromophore distance is remarkably longer than in calix[3]pyrrole. Theoretical analyses indicated that the red-shifted, lowest-energy bands of calix[3]pyrrole correspond to HOMO-LUMO transitions, the energy gap of which was narrow compared with calix[4]pyrroles. The characteristic absorption bands for calix[3]pyrrole and its related macrocycles are useful as probes for distinguishing such macrocycles from higher calix[n]pyrrole (n & GE; 4) analogues that exhibit almost identical absorption spectra. |
| Rights: | Electronic version of an article published as [Journal, Volume, Issue, Year, Pages] [Article DOI] © [copyright World Scientific Publishing Company] [Journal URL] |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/91003 |
| Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 猪熊 泰英
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