Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications
Abstract A dimeric fluorescent macrocycle m‐TPE Di‐EtP5 (meso‐tetraphenylethylene dimeric ethoxypillar[5]arene) is synthesized based on the meso‐functionalized ethoxy pillar[5]arene. Through the connectivity of two pillar[5]arenes by CC double bond, the central tetraphenylethylene (TPE) moiety is s...
Main Authors: | , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Wiley
2023-03-01
|
Series: | Advanced Science |
Subjects: | |
Online Access: | https://doi.org/10.1002/advs.202206897 |
_version_ | 1797860830803394560 |
---|---|
author | Kaiya Wang Rongbo Zhang Zejing Song Kaituo Zhang Xueqi Tian Srikala Pangannaya Minzan Zuo Xiao‐Yu Hu |
author_facet | Kaiya Wang Rongbo Zhang Zejing Song Kaituo Zhang Xueqi Tian Srikala Pangannaya Minzan Zuo Xiao‐Yu Hu |
author_sort | Kaiya Wang |
collection | DOAJ |
description | Abstract A dimeric fluorescent macrocycle m‐TPE Di‐EtP5 (meso‐tetraphenylethylene dimeric ethoxypillar[5]arene) is synthesized based on the meso‐functionalized ethoxy pillar[5]arene. Through the connectivity of two pillar[5]arenes by CC double bond, the central tetraphenylethylene (TPE) moiety is simultaneously formed. The resultant bicyclic molecule not only retains the host–guest properties of pillararenes but also introduces the interesting aggregation‐induced emission properties inherent in the embedded TPE structure. Three dinitrile derivatives with various linkers are designed as guests (G1, G2, and G3) to form host–guest assemblies with m‐TPE Di‐EtP5. The morphological control and fluorescence properties of the assemblies are successfully realized. G1 with a shorter alkyl chain as the linker completely threads into the cavities of the host. G2, due to its longer chain length, forms a linear supramolecular polymer upon binding to m‐TPE Di‐EtP5. G3 differs from G2 by possessing a bulky phenyl group in the middle of the chain, which can be further assembled with m‐TPE Di‐EtP5 to form supramolecular layered polymer and precipitated out in solution, and can be efficiently applied to photocatalytic reactions. |
first_indexed | 2024-04-09T21:53:18Z |
format | Article |
id | doaj.art-91bf7a3d21724437b1df6cd060215c99 |
institution | Directory Open Access Journal |
issn | 2198-3844 |
language | English |
last_indexed | 2024-04-09T21:53:18Z |
publishDate | 2023-03-01 |
publisher | Wiley |
record_format | Article |
series | Advanced Science |
spelling | doaj.art-91bf7a3d21724437b1df6cd060215c992023-03-24T12:30:04ZengWileyAdvanced Science2198-38442023-03-01109n/an/a10.1002/advs.202206897Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic ApplicationsKaiya Wang0Rongbo Zhang1Zejing Song2Kaituo Zhang3Xueqi Tian4Srikala Pangannaya5Minzan Zuo6Xiao‐Yu Hu7College of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaCollege of Materials Science and Technology Nanjing University of Aeronautics and Astronautics Nanjing 211106 P. R. ChinaAbstract A dimeric fluorescent macrocycle m‐TPE Di‐EtP5 (meso‐tetraphenylethylene dimeric ethoxypillar[5]arene) is synthesized based on the meso‐functionalized ethoxy pillar[5]arene. Through the connectivity of two pillar[5]arenes by CC double bond, the central tetraphenylethylene (TPE) moiety is simultaneously formed. The resultant bicyclic molecule not only retains the host–guest properties of pillararenes but also introduces the interesting aggregation‐induced emission properties inherent in the embedded TPE structure. Three dinitrile derivatives with various linkers are designed as guests (G1, G2, and G3) to form host–guest assemblies with m‐TPE Di‐EtP5. The morphological control and fluorescence properties of the assemblies are successfully realized. G1 with a shorter alkyl chain as the linker completely threads into the cavities of the host. G2, due to its longer chain length, forms a linear supramolecular polymer upon binding to m‐TPE Di‐EtP5. G3 differs from G2 by possessing a bulky phenyl group in the middle of the chain, which can be further assembled with m‐TPE Di‐EtP5 to form supramolecular layered polymer and precipitated out in solution, and can be efficiently applied to photocatalytic reactions.https://doi.org/10.1002/advs.202206897aggregation‐induced emissiondimeric pillar[5]arenephotocatalysissupramolecular assembly |
spellingShingle | Kaiya Wang Rongbo Zhang Zejing Song Kaituo Zhang Xueqi Tian Srikala Pangannaya Minzan Zuo Xiao‐Yu Hu Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications Advanced Science aggregation‐induced emission dimeric pillar[5]arene photocatalysis supramolecular assembly |
title | Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications |
title_full | Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications |
title_fullStr | Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications |
title_full_unstemmed | Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications |
title_short | Dimeric Pillar[5]arene as a Novel Fluorescent Host for Controllable Fabrication of Supramolecular Assemblies and Their Photocatalytic Applications |
title_sort | dimeric pillar 5 arene as a novel fluorescent host for controllable fabrication of supramolecular assemblies and their photocatalytic applications |
topic | aggregation‐induced emission dimeric pillar[5]arene photocatalysis supramolecular assembly |
url | https://doi.org/10.1002/advs.202206897 |
work_keys_str_mv | AT kaiyawang dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT rongbozhang dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT zejingsong dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT kaituozhang dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT xueqitian dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT srikalapangannaya dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT minzanzuo dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications AT xiaoyuhu dimericpillar5areneasanovelfluorescenthostforcontrollablefabricationofsupramolecularassembliesandtheirphotocatalyticapplications |