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- Publisher Website: 10.1007/s11426-020-9806-8
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Article: Three-dimensional conjugated macrocycle with large polyaromatic blocks constructed by post-π-extension
Title | Three-dimensional conjugated macrocycle with large polyaromatic blocks constructed by post-π-extension |
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Authors | |
Keywords | macrocycle photoluminescence polyaromatic π-extension |
Issue Date | 2020 |
Citation | Science China Chemistry, 2020, v. 63, n. 11, p. 1626-1631 How to Cite? |
Abstract | Generally, the conjugated homo-macrocycles (CHMs) are synthesized by covalently linking the repeating subunits. However, large subunits are often difficult to conjugate together due to severe stereo-hindrance. Meanwhile, large polyaromatic blocks can not only incorporate its appealing electronic and optical properties into CHMs but also distort the CHMs from planar to three-dimensional (3D) molecular structure. Here we synthesized the 3D CHM composed of large polyaromatic units by post-π-extension. Specifically, cyclo-m-phenylenes, as the cyclic precursor, were π-extended by C-C coupling and then subjected to dehydrocyclization, affording cyclo-1,3-dibenzo[e,1]pyrenylenes (CMDP). The structures of CMDPs were unambiguously characterized by single crystal X-ray diffraction, showing a congested and strained 3D conformation, which was also confirmed by theoretical calculations. Compared with the monomer, CMDPs showed redshifted absorption and emission, as well as a tenfold enhancement in photoluminescence quantum yield, which could be attributed to their 3D conformation.[Figure not available: see fulltext.] |
Persistent Identifier | http://hdl.handle.net/10722/346884 |
ISSN | 2023 Impact Factor: 10.4 2023 SCImago Journal Rankings: 2.316 |
DC Field | Value | Language |
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dc.contributor.author | Liu, Shun He | - |
dc.contributor.author | Hou, Hao | - |
dc.contributor.author | Deng, Ze Ying | - |
dc.contributor.author | Wang, Xin Rong | - |
dc.contributor.author | Tang, Chun | - |
dc.contributor.author | Ju, Yang Yang | - |
dc.contributor.author | Feng, Liu Bin | - |
dc.contributor.author | Tan, Yuan Zhi | - |
dc.date.accessioned | 2024-09-17T04:13:56Z | - |
dc.date.available | 2024-09-17T04:13:56Z | - |
dc.date.issued | 2020 | - |
dc.identifier.citation | Science China Chemistry, 2020, v. 63, n. 11, p. 1626-1631 | - |
dc.identifier.issn | 1674-7291 | - |
dc.identifier.uri | http://hdl.handle.net/10722/346884 | - |
dc.description.abstract | Generally, the conjugated homo-macrocycles (CHMs) are synthesized by covalently linking the repeating subunits. However, large subunits are often difficult to conjugate together due to severe stereo-hindrance. Meanwhile, large polyaromatic blocks can not only incorporate its appealing electronic and optical properties into CHMs but also distort the CHMs from planar to three-dimensional (3D) molecular structure. Here we synthesized the 3D CHM composed of large polyaromatic units by post-π-extension. Specifically, cyclo-m-phenylenes, as the cyclic precursor, were π-extended by C-C coupling and then subjected to dehydrocyclization, affording cyclo-1,3-dibenzo[e,1]pyrenylenes (CMDP). The structures of CMDPs were unambiguously characterized by single crystal X-ray diffraction, showing a congested and strained 3D conformation, which was also confirmed by theoretical calculations. Compared with the monomer, CMDPs showed redshifted absorption and emission, as well as a tenfold enhancement in photoluminescence quantum yield, which could be attributed to their 3D conformation.[Figure not available: see fulltext.] | - |
dc.language | eng | - |
dc.relation.ispartof | Science China Chemistry | - |
dc.subject | macrocycle | - |
dc.subject | photoluminescence | - |
dc.subject | polyaromatic | - |
dc.subject | π-extension | - |
dc.title | Three-dimensional conjugated macrocycle with large polyaromatic blocks constructed by post-π-extension | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1007/s11426-020-9806-8 | - |
dc.identifier.scopus | eid_2-s2.0-85089732285 | - |
dc.identifier.volume | 63 | - |
dc.identifier.issue | 11 | - |
dc.identifier.spage | 1626 | - |
dc.identifier.epage | 1631 | - |
dc.identifier.eissn | 1869-1870 | - |