January 2022

Zwitterionic Metal Enolates or Equivalents: Generation and Capture

Functionalized ketones and their derivatives are important building blocks in organic synthesis and materials chemistry. The development of novel methods for the chemo-, regio-, diastereo-, stereo-, and enantioselective synthesis of functionalized ketones and their derivatives is a continuing endeavor of organic chemists. Here, we highlight a new approach recently initiated and developed by our group for the synthesis of (enantioenriched) ketones and related derivatives that is based on zwitterionic metal enolate chemistry.1 Introduction2 Annulations through Zwitterionic Palladium Enolate Chemistry for the Synthesis of Functionalized Cyclic Ketones3 Nucleophilic Capture of Zwitterionic Metal (Palladium or Copper) Enolates or Their Equivalents4 Conclusion

By Zuo, Linhong, ago

Conjugated Nanohoops with Dibenzo[a,e]pentalenes as Nonalternant and Antiaromatic π-Systems

Conjugated nanohoops are excellent as candidates for studying structure–property relationships, as optoelectronic materials, and as hosts for supramolecular chemistry. Whereas carbon nanohoops containing aromatics have been well studied, antiaromatic units had not been incorporated until our group recently did so, using dibenzo[a,e]pentalene (DBP). The nonalternant electronic character of the DBP units significantly influences the optoelectronic properties of such nanohoops. Here, we summarize our synthetic strategies toward DBP-containing nanohoops, together with their structural and electronic properties, chirality, and host–guest chemistry. We demonstrate how incorporating antiaromatic units leads to unique properties and opens new synthetic avenues, making such nanohoops attractive as potential electronic materials.1 Introduction2 Synthesis3 Structural Properties4 Electronic Properties5 Chirality6 Host–Guest Chemistry

By Esser, Birgit, ago