98%
921
2 minutes
20
A curved nanographene, conceptually by insertion of nitrogen into a trapezoidal planar nanographene at the edge was synthesized by π-extension of the nitrogen-doped hexa-peri-hexabenzocoronene. This N-doped nanographene exhibited a π-electronic concave face containing a nonaromatic azepine ring in the middle with a size of 14.0 Å length and 4.0 Å depth, which represents an unprecedented half-side concave geometry of curved nanographene. The bent π-extension exhibited a low degree of conjugation suggested by calculation results. Due to the unique 3D structure and electron-rich property, this nanographene showed pronounced intermolecular charge transfer with C.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/chem.202402723 | DOI Listing |
Angew Chem Int Ed Engl
August 2025
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 3, Groningen, 9747 AG, The Netherlands.
The study of polycyclic aromatic hydrocarbons has become a cornerstone of chemical sciences, providing crucial guidance for advancing a wide range of fields. Within this context, quasi[8]circulenes and indenofluorenes (IFs) have gained considerable attention due to their rich chiroptical, optoelectronic, supramolecular, and redox properties. However, their combined integration into a single molecular framework has not yet been realized.
View Article and Find Full Text PDFOrg Lett
August 2025
Organisch-Chemisches Institut, Universität Heidelberg, 69120 Heidelberg, Germany.
The Scholl-type oxidative cyclodehydrogenation of tetra(1-naphthyl)naphthalene furnishes a defect nanographene containing two formal azulene subunits formed via a 1,2'-naphthyl rearrangement. X-ray crystallography reveals a negatively curved polycyclic framework that forms a columnar packing motif in the solid state. Electrochemical analysis shows two reversible oxidations and three reductions, highlighting the redox amphoteric character of the compound.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
Department of Chemistry, College of Sciences, Shanghai Engineering Research Center of Organ Repair, Joint International Research Laboratory of Biomaterials and Biotechnology in Organ Repair (Ministry of Education), School of Medicine, Shanghai University, Shanghai, 200444, China.
A nitrogen-containing graphenic buckybowl (3N-HBC) has been synthesized through pentagonal cyclization at the bay positions of hexa-peri-hexabenzocoronene (p-HBC) using a Pd-catalyzed dehydrogenative cycloamination as a key step. The incorporation of three pyrrole rings to the periphery of the bowl endows it with strong electron-rich character, showing three reversible oxidations in cyclic voltammetry (CV), and thus could be progressively oxidized into cationic radical and high-charged species upon gradual addition of the oxidant. Interestingly, the cationic radical was also generated by acids, which could be significantly accelerated by light, whether under an air or inert atmosphere.
View Article and Find Full Text PDFProc Natl Acad Sci U S A
June 2025
Department of Chemistry, The University of Hong Kong - Chinese Academy of Sciences Joint Laboratory on New Materials and Shanghai-Hong Kong Joint Laboratory on Chemical Synthesis, The University of Hong Kong, Hong Kong 999077, China.
Tessellation, as an ancient and fascinating mathematical pursuit, has not only captivated mathematicians but also has attracted chemists' increasing attention at the molecular level in recent years. Exploring tessellation at the molecular scale is pivotal for gaining profound insights into the effects of tessellation on materials and elucidating the essential design principles for supramolecular tessellation. In this study, we develop a dynamic fullerene host () with three consecutive heptagons, which promotes diverse supramolecular tessellation via hierarchical assembly.
View Article and Find Full Text PDFJACS Au
April 2025
School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore.
For more than a century, electrophilic aromatic substitution reactions have been central to the construction of a rich variety of organic molecules that are useful in all aspects of human life. Typically, small aromatic nuclei, such as benzene, provide an ideal substrate. An increase in the number of annulated aromatic rings enhances the number of potential reactive sites and frequently results in complex product mixtures.
View Article and Find Full Text PDF