Marcin A. Majewski
Covalent Template-Directed Synthesis of a Spoked 18-Porphyrin Nanoring**
Majewski, Marcin A.; Stawski, Wojciech; Van Raden, Jeff; Clarke, Michael; Hart, Jack; O'Shea, James; Saywell, Alex; Anderson, Harry L.
Authors
Wojciech Stawski
Jeff Van Raden
Michael Clarke
Jack Hart
JAMES O'SHEA J.OSHEA@NOTTINGHAM.AC.UK
Associate Professor and Reader in Physics
Dr ALEXANDER SAYWELL alex.saywell@nottingham.ac.uk
Assistant Professor
Harry L. Anderson
Abstract
Rings of porphyrins mimic natural light-harvesting chlorophyll arrays and offer insights into electronic delocalization, providing a motivation for creating larger nanorings with closely spaced porphyrin units. Here, we demonstrate the first synthesis of a macrocycle consisting entirely of 5,15-linked porphyrins. This porphyrin octadecamer was constructed using a covalent six-armed template, made by cobalt-catalyzed cyclotrimerization of an H-shaped tolan with porphyrin trimer ends. The porphyrins around the circumference of the nanoring were linked together by intramolecular oxidative meso-meso coupling and partial β-β fusion, to give a nanoring consisting of six edge-fused zinc(II) porphyrin dimer units and six un-fused nickel(II) porphyrins. STM imaging on a gold surface confirms the size and shape of the spoked 18-porphyrin nanoring (calculated diameter: 4.7 nm).
Citation
Majewski, M. A., Stawski, W., Van Raden, J., Clarke, M., Hart, J., O'Shea, J., …Anderson, H. L. (2023). Covalent Template-Directed Synthesis of a Spoked 18-Porphyrin Nanoring**. Angewandte Chemie International Edition, Article 202302114. https://doi.org/10.1002/anie.202302114
Journal Article Type | Article |
---|---|
Acceptance Date | Mar 6, 2023 |
Online Publication Date | Mar 24, 2023 |
Publication Date | Mar 24, 2023 |
Deposit Date | Mar 31, 2023 |
Publicly Available Date | Mar 31, 2023 |
Journal | Angewandte Chemie International Edition |
Print ISSN | 1433-7851 |
Electronic ISSN | 1521-3773 |
Publisher | Wiley |
Peer Reviewed | Peer Reviewed |
Article Number | 202302114 |
DOI | https://doi.org/10.1002/anie.202302114 |
Keywords | Oxidative coupling, nanoring, porphyrin, template, aromatic compounds |
Public URL | https://nottingham-repository.worktribe.com/output/18804676 |
Publisher URL | https://onlinelibrary.wiley.com/doi/10.1002/anie.202302114 |
Additional Information | Received: 2023-02-11; Published: 2023-03-24 |
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Angew Chem Int Ed - 2023 - Majewski - Covalent Template‐Directed Synthesis of a Spoked 18‐Porphyrin Nanoring
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Copyright Statement
© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH
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