Themed collection Challenges in Aromaticity: 150 Years after Kekulé’s Benzene
Challenges in aromaticity: 150 years after Kekulé's benzene
Guest editors Nazario Martín and Lawrence T. Scott introduce the Challenges in Aromaticity: 150 years after Kekulé's benzene issue of Chemical Society Reviews
New advances in nanographene chemistry
This review discusses recent advancements in nanographene chemistry, focusing on the bottom-up synthesis of graphene molecules and graphene nanoribbons.
“Carbo-aromaticity” and novel carbo-aromatic compounds
Recent advances in experimental and theoretical studies of carbo-benzene derivatives, along with the proposition of a generalization of the definition of aromaticity to the two-membered π-rings of triple bonds, suggest relevance for the notion of “carbo-aromaticity”.
Recent developments and future prospects of all-metal aromatic compounds
This review illustrates recent advances in extending aromaticity/antiaromaticity concepts to inorganic and all-metal rings in order to account for their electronic structure and stability.
Magnetic criteria of aromaticity
A review summarizing recent advances in magnetic criteria for identification and evaluation of aromaticity.
Cyclophanes containing large polycyclic aromatic hydrocarbons
Big, bigger, biggest. This Review puts the spotlight on the handful of PAHs with four or more rings that have been incorporated into cyclophanes. Lessons in synthesis, structure, fundamental concepts and properties abound in these remarkable molecules that feature PAHs ranging in size from pyrene to hexabenzocoronene.
Pro-aromatic and anti-aromatic π-conjugated molecules: an irresistible wish to be diradicals
Pro-aromatic and anti-aromatic π-conjugated molecules are demonstrated to have an irresistible wish to be diradicals in the ground state.
The excited state antiaromatic benzene ring: a molecular Mr Hyde?
Baird's rule tells that benzene is an antiaromatic “Mr Hyde” in its lowest excited states, explaining many photoreactions of benzene derivatives.
Non-alternant non-benzenoid kekulenes: the birth of a new kekulene family
Theoretical and experimental aspects of kekulene and its benzenoid, non-benzenoid and non-alternant type congeners are reviewed.
Quantifying aromaticity with electron delocalisation measures
Aromaticity descriptors based on the quantification of electron delocalization are all-round indicators that outperform most of the classical structural- and magnetic-based indices.
Chemistry at the interior atoms of polycyclic aromatic hydrocarbons
Reactions that form new σ-bonds to interior carbon atoms of polycyclic aromatic hydrocarbons were unknown before the fullerene era.
Aromaticity of metallabenzenes and related compounds
In this review, we focus on the aromaticity of a particular family of organometallic compounds known as metallabenzenes, which are characterized by the formal replacement of a CH group in benzene by an isolobal transition metal fragment.
Kekulenes, cycloarenes, and heterocycloarenes: addressing electronic structure and aromaticity through experiments and calculations
A tutorial review describing kekulene and other cycloarenes, their synthesis, and the fundamental concepts of aromaticity they taught.
π–π interactions in carbon nanostructures
A concise tutorial review on the basic concepts of π–π interactions involving fullerenes, carbon nanotubes, and graphene.
Multifunctional π-expanded oligothiophene macrocycles
π-Expanded oligothiophene macrocycles show electronic, optical, and optoelectronic properties as well as unique supramolecular self-assembly and morphological changes.
The dynamic, size-dependent properties of –cycloparaphenylenes
A collection of data and discussion on the optical, electronic, and solid-state structure of –cycloparaphenylene.
About this collection
The aromaticity concept has been dramatically expanded according to the diversity of new aromatic compounds obtained by the powerful tools available in modern synthetic chemistry. To commemorate the 150th anniversary of the seminal paper by Kekulé, guest editors Nazario Martin and Lawrence T. Scott present this themed issue on “Challenges in Aromaticity,” highlighting the current and most exciting questions related to aromaticity. The combination of Tutorial Reviews and Reviews Articles underscores the importance of aromaticity as a fundamental concept to stimulate the design of new and exciting compounds in the future.