A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistryDedicated to the memory of Prof. Walther Schmidt.Electronic supplementary information (ESI) available. See DOI: 10.1039/c8cs00201k
The present review is devoted to summarizing the recent advances (2015-2017) in the field of metal-catalysed group-directed C-H functionalisation. In order to clearly showcase the molecular diversity that can now be accessed by means of directed C-H functionalisation, the whole is organized followin...
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| Main Authors | , , , , , , , , , , , |
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| Format | Journal Article |
| Published |
28.08.2018
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| Online Access | Get full text |
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| Summary: | The present review is devoted to summarizing the recent advances (2015-2017) in the field of metal-catalysed group-directed C-H functionalisation. In order to clearly showcase the molecular diversity that can now be accessed by means of directed C-H functionalisation, the whole is organized following the directing groups installed on a substrate. Its aim is to be a comprehensive reference work, where a specific directing group can be easily found, together with the transformations which have been carried out with it. Hence, the primary format of this review is schemes accompanied with a concise explanatory text, in which the directing groups are ordered in sections according to their chemical structure. The schemes feature typical substrates used, the products obtained as well as the required reaction conditions. Importantly, each example is commented on with respect to the most important positive features and drawbacks, on aspects such as selectivity, substrate scope, reaction conditions, directing group removal, and greenness. The targeted readership are both experts in the field of C-H functionalisation chemistry (to provide a comprehensive overview of the progress made in the last years) and, even more so, all organic chemists who want to introduce the C-H functionalisation way of thinking for a design of straightforward, efficient and step-economic synthetic routes towards molecules of interest to them. Accordingly, this review should be of particular interest also for scientists from industrial R&D sector. Hence, the overall goal of this review is to promote the application of C-H functionalisation reactions outside the research groups dedicated to method development and establishing it as a valuable reaction archetype in contemporary R&D, comparable to the role cross-coupling reactions play to date.
The present review is devoted to summarizing the recent advances (2015-2017) in the field of metal-catalysed group-directed C-H functionalisation. |
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| Bibliography: | H bonds. 10.1039/c8cs00201k 3 Dr Tatiana Besset obtained her doctoral degree in organic chemistry (2009) at Grenoble University (Dr Greene's group, France). She then moved to Münster WWU (Germany) as a postdoctoral fellow in the group of Prof. Glorius. In 2011, she joined the group of Prof. Reek (Amsterdam University, Netherlands), as a postdoctoral fellow in collaboration with Eastman company. Since 2012, she is working as a CNRS Associate Researcher in the team headed by Prof. Pannecoucke, UMR 6014-CNRS, Rouen University, INSA (France). Her research program is focused on transition metal-catalysed C-H activation and the development of new strategies to access fluorinated molecules. Dedicated to the memory of Prof. Walther Schmidt. David Schönbauer was born 1989 and is currently working towards his PhD at Technische Universität Vienna in the Institute of Applied Synthetic Chemistry, where he also finished his Master studies 2017. His current research in the field of C-H functionalisation is supervised by Professor Michael Schnürch and focuses on the activation of C(sp MS received his PhD in 2005 from TU Wien (supervisor Prof. Peter Stanetty). During his PhD-studies, he was on a 4 month sabbatical in the group of Prof. Victor Snieckus at Queens University (Kingston, Ontario). He was then post doc with Prof. Dalibor Sames at Columbia University as Erwin Schrödinger fellow. Then, he became Assistant Professor at TU Wien and completed his habilitation in 2013. Subsequently, he was promoted to Associate Professor for Organometallic Chemistry in 2016, a position he still holds. Additionally, he is currently the Chair of the COST Action CHAOS (C-H Activation in Organic Synthesis). Bert Maes obtained his PhD from UAntwerpen and subsequently received a prestigious post doc position of the National Science Foundation in Belgium (FWO-Flanders). He performed postdoctoral work in France at the École Normale Supérieure in Paris with Prof. Anny Jutand, studying fundamental mechanisms in catalysis. In 2003 he was appointed assistant professor (docent) in the Department of Chemistry at UAntwerpen. He currently is a full professor of Organic Chemistry and spokesman of the Organic Synthesis division (ORSY). His research interests include heterocyclic chemistry, organometallic chemistry, homogeneous catalysis and sustainable chemistry. Joanna Wencel-Delord was educated in chemistry at the Ecole Nationale Supérieure de Chimie de Rennes, France and she received her PhD in 2010 from the University of Rennes 1, France (Dr C. Crévisy and Dr M. Mauduit). After postdoctoral studies with Prof. F. Glorius at the Westfälische Wilhelms-Universität Münster (Germany) and temporary assistant professor position (ATER) at the University of Strasbourg (Prof. P. Compain), she joined CNRS in 2013 as an associate researcher in the group of Prof. F. Colobert (University of Strasbourg, France). Her research focuses on the transition metal-catalysed asymmetric C-H activation. Electronic supplementary information (ESI) available. See DOI Carlo Sambiagio studied chemistry at the University of Cagliari (IT), acquiring his Master's degree in 2011. He then moved to the University of Leeds (UK), completing his PhD on Cu-catalysed cross-couplings in 2015, under the supervision of Prof. Patrick McGowan. After that he spent two year as a postdoc in the Maes group in Antwerp (BE), mostly exploring aerobic oxidation chemistry. Carlo has recently moved to the Eindhoven University of Technology (NL) as a EU Marie Curie fellow to work on flow chemistry with Prof. Timothy Noël. His interests generally include metal-catalysed transformations and the development of new methodologies for organic synthesis. |
| ISSN: | 0306-0012 1460-4744 |
| DOI: | 10.1039/c8cs00201k |