Lecture

Nucleophilic Substitutions: SN Reactions

In course

This course provides a basic foundation in organic chemistry and polymer chemistry, including chemical nomenclature of organic compounds and polymers, an understanding of chemical structures, chemical

Description

This lecture covers the SN1 and SN2 mechanisms of nucleophilic substitutions, where the leaving group departure precedes the nucleophile attack in SN1, leading to a racemic mixture in chiral centers, and the simultaneous attack of the nucleophile in SN2, resulting in stereochemical inversion. It also discusses the analogy between SN reactions and acid-base reactions, leaving group quality estimation, stabilization of carbocation intermediates, nucleophilicity determination, and examples of SN2 reactions like the Williamson synthesis of ethers and the Gabriel synthesis of primary amines.

Instructors (3)

Holger Frauenrath

Holger Frauenrath (born in Aachen, Germany) studied chemistry at RWTH Aachen , Germany from 1992 to 1997, with a focus on synthetic organic chemistry. He performed his PhD thesis from 1998 to 2001 in the research group of Prof Hartwig Höcker at RWTH Aachen, working on a project related to the stereospecific polymerization of methacrylates as well as their copolymerization with olefins using zirconocene catalysts. Holger Frauenrath then joined the group of Prof. Sam Stupp at Northwestern University , Evanston, IL, USA, as a postdoctoral fellow supported by a Feodor Lynen fellowship of the Alexander von Humboldt Foundation . His postdoctoral research projects were centered around the supramolecular self-assembly of rod-coil molecules. Holger Frauenrath returned to Germany in 2003 and started to build his own research group at FU Berlin, funded with an Emmy Noether Grant from the German Science Foundation . In 2005, the research group moved to the Department of Materials at ETH Zurich , Switzerland, where it became a scientifcally independent part of the Polymer Chemistry Group led by Prof. A. Dieter Schlüter . Holger Frauenrath obtained his Habilitation from ETH Zurich in 2009. In 2009, Holger Frauenrath has been appointed as a professor at the Institute of Materials (IMX) of the Ecole Polytechnique Federale de Lausanne (EPFL) , Switzerland, building the new Laboratory of Macromolecular and Organic Materials (LMOM) . In the same year, Holger Frauenrath was received the prestigious European Research Council (ERC) Starting Investigator grant.

Daniel Görl

Anne-Sophie Chauvin

Web of Science Researcher ID F-4905-2011 Google Scholar page: https://scholar.google.ch/citations?user=O_HhJUEAAAAJ&hl=fr&oi=ao ORCID number is 0000-0001-9222-3866 Anne-Sophie Chauvin studied chemistry and biology at the university Paris V-René Descartes in France where she did a PhD in organic chemistry, working on mimetic complexes of the active site of Nitrile Hydratase, under the supervision of Prof. Jean-Claude Chottard. On 1999 she moved for 20 months to the University of Geneva, for a post-doctoral stay under the supervision of Prof. Alexandre Alexakis, where she focused on the determination of the absolute configuration of chiral alcohols using Organophosphorous Diamine Derivatizing Agents by 31P and 1H NMR Spectroscopy. On 2000 she joined the group of Prof Jean-Claude G. Bünzli and was appointed part-time lecturer in 2001, assuming teaching and research responsibilities. On 2006, she obtained the habilitation to direct research from the University René Descartes (HDR, Paris V, France) and since october 2007 she is Maître d'Enseignement et de Recherche at the EPFL. In 2010, she joigned the Laboratory for Photonics and Interfaces (LPI), headed by Pr. Michaël Graëtzel. Since the end of 2014, with the arrival of Dr Marinella Mazzanti at EPFL, she is back to lanthanide chemistry, dealing with coordination polymers. Her research interests concern supramolecular chemistry with the design of ligands which form water soluble complexes with luminescent lanthanides in view of biological applications. She is also interested in the synthesis of ligands and polymers for the extraction of lanthanide ions with high selectivity, and in the development of invisibke inks. She also developed organic dyes for dyes sensitized solar cells DSSC. She is now focusing on coordination polymers with luminescent properties and catalytic activity. Anne-Sophie Chauvin is involved in the teaching of General and Analytical Chemistry for students enrolled on first year in Pharmacy and Biology (UNIL): ex-cathedra courses (Chimie Générale et analytique I et II, approfondissement en chimie analytique pour pharmaciens) and exercices. She is in charge of practical sessions for students enroled in chemistry, forensic sciences, pharmacy and biology. She is elected at the FSB Faculty Council and was member of the EPFL Assembly (AE) for 6 years, until 2018. She was member of the Management committee of the Cost CM 1006 action entitled Eufen: European F-Element Network. She is Member of the Swiss Chemical Society (SCS) and Fellow of the Royal Society of Chemistry (FRSC).

Official source

Ontological neighbourhood

Chemistry

Chemical reactions: Organic reactions

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