The taming of Clar's hydrocarbon

Triangulene is the smallest non-Kekulé graphene fragment known as Clar's hydrocarbon. Due to its open-shell electronic structure, triangulene is a promising molecular building block of carbon-based organic materials for spintronics and quantum molecular science. It comprises six benzenoid rings arranged in a triangular shape with two unpaired electrons delocalized over the entire conjugated core, making this molecule highly reactive. A triplet ground state is predicted for this hydrocarbon by Ovchinnikov's rule, or Lieb's theorem, in accord with Hund's rule. The pioneering work on triangulene was performed almost 70 years ago by Erich Clar, who attempted to prepare the pristine compound. Since then, several synthetic approaches to prepare this molecule have been exploited. The extreme reactivity of triangulene can be circumvented using on-surface techniques or by installation of sterically demanding substituents, which kinetically stabilize the diradical core against oligomerization in solution. The first two examples of a persistent derivative of triangulene were simultaneously and independently developed last year. This article presents a historical development in the synthesis of triangulene and its derivatives and outlines possible future applications in ferromagnetic materials, electrically conductive polymers or quantum computing

Trimesityltriangulene: a persistent derivative of Clar's hydrocarbon

Triangulene, known as Clar’s hydrocarbon, is a prototypical non-Kekule ́ diradical comprised of six benzenoid rings fused in a trian-gular shape. We synthesized and characterized its trimesityl derivative, illustrating that three bulky substituents installed in the centers of the zigzag edges suffice to protect all reactive positions. This work brings prospects to use triangulene and its open-shell analogs in spintronic materials via solution-phase synthesis

Observation of the Magnetic Ground State of the Two Smallest Triangular Nanographenes.

Fusion of three benzene rings in a triangular fashion gives rise to the smallest open-shell graphene fragment, the phenalenyl radical, whose π-extension leads to an entire family of non-Kekulé triangular nanographenes with high-spin ground states. Here, we report the first synthesis of unsubstituted phenalenyl on a Au(111) surface, which is achieved by combining in-solution synthesis of the hydro-precursor and on-surface activation by atomic manipulation, using the tip of a scanning tunneling microscope. Single-molecule structural and electronic characterizations confirm its open-shell S = 1/2 ground state that gives rise to Kondo screening on the Au(111) surface. In addition, we compare the phenalenyl's electronic properties with those of triangulene, the second homologue in the series, whose S = 1 ground state induces an underscreened Kondo effect. Our results set a new lower size limit in the on-surface synthesis of magnetic nanographenes that can serve as building blocks for the realization of new exotic quantum phases of matter

Analýza složení komunálního odpadu se zaměřením na využitelné složky v regionu Moravskotřebovska

The bachelor thesis "Analysis of the composition of municipal waste with a focus on usable components in the Moravskotřebovsko region" aims to describe the valid legislative framework of municipal waste management according to valid regulations of the Czech Republic, region and municipalities. The following chapter is focused on the amount of mixed municipal waste production and the level of  its separation in the years from 2013 to 2016. The object of interest is 13 municipalities under the administration of Moravská Třebová Technical Services. The data was obtained through a questionnaire in municipalities, Technical Services Moravská Třebová and the Enviroment Department in the city office of Moravská Třebová. Furthermore, the data was transferred to per capita production and compared to municipalities in the Moravskotřebovsko region. A evaluation step of the high of the subsidy of the EKO-KOM system was made by recalculation to the population of the individual municipalities in the region. A final comparison was made between the Czech Republic and the selected region in the area of mixed and separate municipal waste components, such as paper, plastics and composite glass. The results, assessment of current state and suggestions to improve the present situation are at the end of the bachelor thesis

Observation of the Magnetic Ground State of the Two Smallest Triangular Nanographenes

Fusion of three benzene rings in a triangular fashion gives rise to the smallest open-shell graphene fragment, the phenalenyl radical, whose π-extension leads to an entire family of non-Kekulé triangular nanographenes with high-spin ground states. Here, we report the first synthesis of unsubstituted phenalenyl on a Au(111) surface, which is achieved by combining in-solution synthesis of the hydro-precursor and on-surface activation by atomic manipulation, using the tip of a scanning tunneling microscope. Single-molecule structural and electronic characterizations confirm its open-shell S = 1/2 ground state that gives rise to Kondo screening on the Au(111) surface. In addition, we compare the phenalenyl’s electronic properties with those of triangulene, the second homologue in the series, whose S = 1 ground state induces an underscreened Kondo effect. Our results set a new lower size limit in the on-surface synthesis of magnetic nanographenes that can serve as building blocks for the realization of new exotic quantum phases of matter

Trimesityltriangulene: a persistent derivative of Clar's hydrocarbon.

Triangulene, known as Clar's hydrocarbon, is a prototypical non-Kekulé diradical comprised of six benzenoid rings fused in a triangular shape. We synthesized and characterized its trimesityl derivative, illustrating that three bulky substituents installed in the centers of the zigzag edges suffice to protect all reactive positions. This work brings prospects to use triangulene and its open-shell analogs in spintronic materials via solution-phase synthesis

Validation of the triplet ground state in a persistent derivative of Clar’s hydrocarbon

Triangulene is a prototypical non-Kekulé diradical known as Clar’s hydrocarbon. It is the smallest non-Kekulé graphene fragment comprised of six benzenoid rings fused in a triangular shape. In accordance with Hund’s rule, a triplet ground state is predicted for this hydrocarbon. However, because of its high reactivity, synthesis of a stable or persistent derivative of neutral triangulene to validate this prediction has been an elusive goal for almost 70 years. Herein, we report the synthesis and characterization of the first persistent derivative of triangulene, kinetically stabilized by three sterically demanding substituents installed at the most reactive positions in the centers of the zigzag edges. The triplet ground state of this hydrocarbon is unequivocally confirmed by pulse electron paramagnetic resonance spectroscopy and supported by density functional theory. The realization of a long-sought-after persistent triangulene derivative will motivate the synthesis of analogous open-shell graphene fragments as prospective building blocks of high-spin materials for the newly emerging field of organic spintronics