
This Synpacts article now illustrates how chiral arms, when placed precisely above and underneath delocalized carbocations, can act as chiral auxiliaries to convert classical electrophilic aromatic substitution reactions into powerful diastereo- and enantioselective transformations. While many electrophilic aromatic substitutions lead to achiral products (due to the planar nature of aromatic rings), there are important examples where chiral products are produced, including desymmetrization reactions of aromatic cyclophanes and of prochiral substrates with multiple aromatic rings. Surprisingly, few stereoselective variants are known for electrophilic aromatic substitutions, which limits the utility of these classical reactions for stereoselective synthesis. They represent an important means to activate specific aromatic C–H bonds without requiring transition-metal catalysts. Design and Chemical Synthesis of Antiviralsīuy Article Permissions and Reprints All articles of this categoryĮlectrophilic aromatic substitution reactions are of profound importance for the synthesis of biologically active compounds and other advanced materials.Machine Learning and Artificial Intelligence in Chemical Synthesis and Catalysis.Virtual Pearl Anniversary Issue – 30 Years SYNLETT.Editorial Board Collection published in 2020/2021.Nobel Prize 2021 Collection – Ben List and David MacMillan Here is a table that shows the effect of substituents on a benzene ring have on the rate and orientation of electrophilic aromatic substitution reactions.20 most-cited SYNLETT articles published in 2020/2021.Thieme Chemistry Journals Awardees 2022.Special Section: 11th EuCheMS Organic Division Young Investigator Workshop.Integrated Synthesis Using Continuous-Flow Technologies.Radicals – by Young Chinese Organic Chemists.Modern Heterocycle Synthesis and Functionalization.The Power of Transition Metals – In Honor of Prof.Perspectives on Organoheteroatom and Organometallic Chemistry.Phenol, C6H5OH, Nitrobenzene, C6H5NO2, undergoes the reaction millions of times more slowly.

Modern Nickel-Catalyzed Reactions – Part II Directing Effects in Electrophilic Aromatic Substitution Reactions Since this is no longer a simple benzene molecule, we can make three different products. In the table below, you can see that some substituents confer a rate of reaction that is much higher than that of benzene (R H). Experiment 24 Electrophilic Aromatic Substitution of 8 Figure 6.Modern Nickel-Catalyzed Reactions – Part I.Special Section: 12th EuCheMS Organic Division Young Investigator Workshop Electrophilic aromatic substitution is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replaced by an electrophile.

