Recent advances in subphthalocyanines and related subporphyrinoids
Half a century after the synthesis of the first subporphyrinoid, the study of tripyrrole and trisoindole porphyrin analogues constitutes a fervent and rapidly expanding research area. The outstanding structural, electronic and optical features of these cone-shaped aromatic macrocycles render them at...
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| Published in | Chemical Society reviews Vol. 51; no. 23; pp. 9482 - 9619 |
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| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
London
Royal Society of Chemistry
28.11.2022
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| Subjects | |
| Online Access | Get full text |
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| Summary: | Half a century after the synthesis of the first subporphyrinoid, the study of tripyrrole and trisoindole porphyrin analogues constitutes a fervent and rapidly expanding research area. The outstanding structural, electronic and optical features of these cone-shaped aromatic macrocycles render them attractive candidates for a wide variety of applications, ranging from optoelectronics to biomedicine. To tune their properties and exploit their functionalities, the development of novel methodologies for the synthesis and post-functionalization of these contracted porphyrinoids, as well as a deep understanding of their supramolecular organization and their implementation into multicomponent systems of increasing complexity are of paramount importance. Herein, a review of the most recent advances in the fundamentals and applications of subporphyrinoids is presented, which comprehensively cover the last decade of discoveries. The final aim is to highlight the chemical versatility and intriguing physicochemical features of subporphyrinoids, while providing an updated overview of their most promising applications.
Subporphyrinoids constitute a class of extremely versatile and attractive compounds. Herein, a comprehensive review of the most recent advances in the fundamentals and applications of these cone-shaped aromatic macrocycles is presented. |
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| Bibliography: | Tomás Torres is Head of the Institute for Advanced Research in Chemical Sciences (IAdChem) and Full Professor of Organic Chemistry at the Autónoma University of Madrid (UAM) and Associated Senior Scientist at the IMDEA Nanoscience. In addition to various aspects of synthetic and supramolecular chemistry, his current research interests include the preparation and study of optical properties of organic functional materials. His group, that presently consists of twenty-five researchers, is currently exploring several areas of basic research and applications of phthalocyanines, porphyrins and carbon nanostructures (fullerenes, carbon nanotubes, graphene), including organic and hybrid solar cells, and photodynamic therapy, with a focus on nanotechnology. Atsuhiro Osuka started an academic career at the Department of Chemistry of Ehime University as an assistant professor. In 1984, he moved to the Department of Chemistry of Kyoto University, where he became a professor of chemistry in 1996. In 2022, he moved to Hunan Normal University as a distinguished professor. His research interests cover development of porphyrin-related compounds with novel structures, electronic systems, and functions. M. Victoria Martínez-Díaz, Full Professor of Organic Chemistry at Autónoma University of Madrid, obtained her PhD in Chemistry from this university under the supervision of Prof. Tomás Torres working on Supramolecular Chemistry, on the selective recognition of chiral ammonium ions mediated by heterocycle-containing receptors. After a year postdoc at CEA Saclay (France), addressing the organization of amphiphilic functional molecules at the air-water interface using the Langmuir-Blodgett (LB) technique, she joined for two years the group of Sir Prof. Fraser J Stoddart at the School of Chemistry of the University of Birmingham (UK). Her current research interest is focused on the synthesis and organization of phthalocyanines and subphthalocyanines-based systems with potential application on organic photovoltaics and nanomedicine. Dedicated to the memory of Christian G. Claessens, whose scientific passion and great ideas continue to inspire us. Giulia Lavarda studied Chemistry at the Università degli Studi di Padova (Italy), where she obtained her BSc in 2012 and her MSc in 2014. Then she moved to the Universidad Autónoma de Madrid (Spain), where she completed her PhD in Organic Chemistry under the supervision of Prof. T. Torres focusing on the synthesis and study of novel subphthalocyanine-based systems. During this period, she realized predoctoral stays in the laboratory of Prof. A. Osuka at Kyoto University (Japan), working on the preparation of metalated subporphyrin complexes, and in the laboratory of Prof. D. M. Guldi at Friedrich Alexander University Erlangen-Nürnberg (Germany), where she studied the photophysics of porphyrinoid-containing multicomponent systems. Currently, she is Marie Sk odowska-Curie postdoctoral researcher in Prof. E. W. Meijer's group at the Eindhoven University of Technology (The Netherlands), where she investigates the fundamentals and applications of supramolecular polymers. M. Salomé Rodríguez-Morgade is a Full Professor at the Universidad Autónoma de Madrid and a Senior Researcher at the Institute for Advanced Research in Chemical Sciences (IAdChem) at UAM/Spain. Since 1999, she is integrated in the Nanoscience and Molecular Materials' group at UAM. Her scientific activity is concerned with the synthesis and study of molecular materials based on phthalocyanines and other azaporphyrins. Her current research interests are focused on the design and development of phthalocyanines and new porphyrinoids such as subporphyrazines and analogues for their application as photosensitizers in photodynamic therapy (PDT) and molecular photovoltaics. Jorge Labella studied Chemistry at the Universidad de Alcalá, where he obtained his BSc with honours in 2017. Afterwards, he moved to the Universidad Autónoma de Madrid to complete his MSc in organic chemistry (honours) in 2018. He is currently working on his PhD in Organic Chemistry under the supervision of Prof. Tomás Torres, funded by a FPU scholarship. During this period, he has realized a predoctoral stay in the laboratory of Prof. Md. K. Nazeeruddin at École Polytechnique Fédérale de Lausanne (Switzerland) to work on the fabrication of perovskite solar cells. Currently, he is realizing a second predoctoral stay in the laboratory of Prof. Jonathan Sessler at the University of Texas at Austin (United States), where he is working on expanded porphyrins. His research is mainly focused on the preparation of novel SubPcs, and their application in photovoltaics, chirality, and supramolecular chemistry. ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-3 content type line 23 ObjectType-Review-1 |
| ISSN: | 0306-0012 1460-4744 |
| DOI: | 10.1039/d2cs00280a |