Instytut Chemii Organicznej PAN
Recent Submissions
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Quadrupolar, Highly Polarized Dyes: Emission Dependence on Viscosity and Selective Mitochondria Staining
(American Chemical Society, 2024)Quadrupolar A-D-A-type 1,4-dihydropyrrolo[3,2-b]pyrroles (DHPPs) bearing pyridinium and quinolinium substituents emit in the 500–600 nm region. The enhancement of electronic communication between the electron-rich heterocyclic ... -
Photochemical cyclopropanation in aqueous micellar media – experimental and theoretical studies
(Royal Society of Chemistry, 2024)While in nature, reactions occur in water-based confined compartments, for a long time, water has been often regarded as an unsuitable medium for organic reactions. We have, however, found that photochemical cyclopropanation ... -
Remote control of anion binding by CH-based receptors
(Royal Society of Chemistry, 2024)We show that the substitution of tetra(benzimidazole)resorcin-[4]arenes with electron withdrawing groups on the upper rim enhances anion binding at the opposite edge by more than three orders of magnitude. Moreover, selective ... -
Singlet Fission in a New Series of Systematically Designed Through-space Coupled Tetracene Oligomers
(Wiley, 2024)Singlet fission (SF) holds great promise for current photovoltaic technologies, where tetracenes, with their relatively high triplet energies, play a major role for application in silicon-based solar cells. However, the ... -
Computational synthesis design for controlled degradation and revalorization
(Nature Publishing Group, 2024)Degradation of larger and undesired/harmful molecules into smaller and, ideally, value-added products is one of the important facets of circular chemistry. This task may be cumbersome to chemists who are accustomed to plan ... -
Vitamin B12: An efficient cobalt catalyst for sustainable generation of radical species
(Elsevier, 2022)Vitamins are organic molecules that are essential for the proper functioning of mammalian cells. Among them, there is only one organometallic molecule: vitamin B12, a natural cobalt complex that is involved in DNA synthesis ... -
The Study on Timolol and Its Potential Phototoxicity Using Chemical, In Silico and In Vitro Methods
(MDPI, 2024)Timolol (TIM) is a non-selective ß-adrenergic receptor antagonist used orally for the treatment of hypertension and heart attacks, and topically for treating glaucoma; lately, it has also been used in some specific ... -
Cascade Transformation of the Ansamycin Benzoquinone Core into Benzoxazole Influencing Anticancer Activity and Selectivity
(American Chemical Society, 2023)The metal-free cascade transformation of geldanamycin benzoquinone core is proposed at relatively mild conditions. This approach yields new benzoxazole ansamycin antibiotics and enables their functionalization in an ... -
Evaluation of Antibacterial Activity against Nosocomial Pathogens of an Enzymatically Derived α-Aminophosphonates Possessing Coumarin Scaffold
(MDPI, 2023)The purpose of the present study was to evaluate the synergistic effect of two important pharmacophores, coumarin and α-amino dimethyl phosphonate moieties, on antimicrobial activity against selected strains of multidrug-resistant ... -
Dipyrrolonaphthyridinedione – (still) a mysterious cross-conjugated chromophore
(Royal Society of Chemistry, 2023)Dipyrrolonaphthyridinediones (DPNDs) entered the chemical world in 2016. This cross-conjugated donor–acceptor skeleton can be prepared in two steps from commercially available reagents in overall yieldz15–20% (5 mmol scale). ... -
Divergent contribution of the MVA and MEP pathways to the formation of polyprenols and dolichols in Arabidopsis
(Portland Press, 2023)Isoprenoids, including dolichols (Dols) and polyprenols (Prens), are ubiquitous components of eukaryotic cells. In plant cells, there are two pathways that produce precursors utilized for isoprenoid biosynthesis: the ... -
Carboxylated Pillar[6]arene Emulates Pillar[5]arene in the Host–Guest Crystal Complexes and Shows Conformational Flexibility in the Solution/Gas Phase
(American Chemical Society, 2023)Despite the thriving interest in the aqueous complexation properties of carboxylated pillar[6]arene, its solid state supramolecular chemistry has remained a mystery. Here, overcoming challenging crystallogenesis, we report ... -
Carboxylated Pillar[5]arene Meets Medicinal Biguanides: Host–Guest Complexes with Alexidine and Phenformin in the Crystal and Solution/Gas Phase
(American Chemical Society, 2023)Here, we discuss crystal and solution/gas-phase complexes of carboxylated pillar[5]arene with two cationic guests, alexidine and phenformin, revealing host–guest and assembly curiosities, the role of hydrogen bonding, and ... -
Excited-state symmetry breaking in quadrupolar pull–push–pull molecules: dicyanovinyl vs. cyanophenyl acceptors
(Royal Society of Chemistry, 2023)A significant number of quadrupolar dyes behave as their dipolar analogues when photoexcited in polar environments. This is due to the occurrence of excited-state symmetry breaking (ES-SB), upon which the electronic ... -
Encapsulation in Charged Droplets Generates Distorted Host-Guest Complexes
(Wiley, 2023)The ability of various hydrogen-bonded resorcinarene-based capsules to bind α,ω-alkylbisDABCOnium (DnD) guests of different lengths was investigated in solution and in the gas-phase. While no host-guest interactions were ... -
Unlocking the reactivity of diazo compounds in red light with the use of photochemical tools
(Royal Society of Chemistry, 2023)Structurally diversified diazoalkanes can be activated under red light irradiation relying on direct photolysis, photosensitization or photoredox catalysis. -
Pyrrolizine fused bipolar PAHs as a new strategy towards the efficient red and NIR emissive dyes
(Royal Society of Chemistry, 2024)We report the synthesis and characterization of the first pyrrolizine-embedded PAH systems. The bipolar core, based on a naphthalimide and indole fusion, was successfully synthesized through a one-pot cascade of Suzuki/Boc ... -
Charge Transfer & Organic Photoelectrochemistry
(American Chemical Society, 2023)At first glance, the theory behind charge transfer and organic photoelectrocatalysis does not seem to have much in common. It turns out, however, that to carry out an effective organic synthesis using photoelectrocatalysis ... -
Analogy of the Reactions of Aromatic and Aliphatic π-Electrophiles with Nucleophiles
(MDPI, 2023)The aim of this essay is to disclose the similarity of a great variety of reactions that proceed between nucleophiles and pi-electrophiles—both aromatic and aliphatic. These reactions proceed via initial reversible addition, ... -
Selective transformations of friedelanes isolated from cork smoker wash solids
(Elsevier, 2024)Friedelin (1) and 3-acetoxyfriedel-3-en-2-one (4), commonly known as friedelane triterpenoids, have been isolated from cork smoker wash solids (also known as black wax) on a multi-gram scale. These compounds are valuable ...