Phenazine derivatives for optical sensing: a review

2020 ◽  
Vol 8 (33) ◽  
pp. 11308-11339 ◽  
Author(s):  
Qi Xiao-Ni ◽  
Li-Rong Dang ◽  
Wen-Jun Qu ◽  
You-Ming Zhang ◽  
Hong Yao ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Optical Sensing ◽  
Lone Pair ◽  
Metal Coordination ◽  
Optical Performance ◽  
Π Interactions ◽  
Non Covalent Interactions ◽  
Weak Forces ◽  
Covalent Interactions

Phenazine exhibiting an electron-deficient skeleton, lone pair of electrons on nitrogen atoms, and other properties (such as tunable structures, excellent optical performance and proper binding abilities) can effectively sense target ions or molecules via non-covalent interactions, involving hydrogen bonds, anion–π interactions, metal coordination and other weak forces.

scholarly journals Columnar Aggregates of Azobenzene Stars: Exploring Intermolecular Interactions, Structure, and Stability in Atomistic Simulations

Molecules ◽  
2021 ◽  
Vol 26 (24) ◽  
pp. 7598
Author(s):  
Markus Koch ◽  
Marina Saphiannikova ◽  
Olga Guskova
Keyword(s):  
Hydrogen Bonds ◽  
Md Simulations ◽  
Binding Energies ◽  
Atomistic Simulations ◽  
Π Interactions ◽  
Different Types ◽  
Non Covalent Interactions ◽  
Experimental Works ◽  
Supramolecular Aggregates ◽  
Covalent Interactions

We present a simulation study of supramolecular aggregates formed by three-arm azobenzene (Azo) stars with a benzene-1,3,5-tricarboxamide (BTA) core in water. Previous experimental works by other research groups demonstrate that such Azo stars assemble into needle-like structures with light-responsive properties. Disregarding the response to light, we intend to characterize the equilibrium state of this system on the molecular scale. In particular, we aim to develop a thorough understanding of the binding mechanism between the molecules and analyze the structural properties of columnar stacks of Azo stars. Our study employs fully atomistic molecular dynamics (MD) simulations to model pre-assembled aggregates with various sizes and arrangements in water. In our detailed approach, we decompose the binding energies of the aggregates into the contributions due to the different types of non-covalent interactions and the contributions of the functional groups in the Azo stars. Initially, we investigate the origin and strength of the non-covalent interactions within a stacked dimer. Based on these findings, three arrangements of longer columnar stacks are prepared and equilibrated. We confirm that the binding energies of the stacks are mainly composed of π–π interactions between the conjugated parts of the molecules and hydrogen bonds formed between the stacked BTA cores. Our study quantifies the strength of these interactions and shows that the π–π interactions, especially between the Azo moieties, dominate the binding energies. We clarify that hydrogen bonds, which are predominant in BTA stacks, have only secondary energetic contributions in stacks of Azo stars but remain necessary stabilizers. Both types of interactions, π–π stacking and H-bonds, are required to maintain the columnar arrangement of the aggregates.

scholarly journals The intermolecular interactions in the aminonitromethylbenzenes

2011 ◽  
Vol 9 (1) ◽  
pp. 94-105 ◽  
Author(s):  
Rafal Kruszynski ◽  
Tomasz Sieranski
Keyword(s):  
Hydrogen Bonds ◽  
Lone Pair ◽  
Quantum Mechanical ◽  
Stacking Interactions ◽  
Quantum Mechanical Calculations ◽  
Charge Redistribution ◽  
Intermolecular Hydrogen Bonds ◽  
Non Covalent Interactions ◽  
The One ◽  
Covalent Interactions

AbstractThe intermolecular non-covalent interactions in aminonitromethylbenzenes namely 2-methyl-4-nitroaniline, 4-methyl-3-nitroaniline, 2-methyl-6-nitroaniline, 4-amino-2,6-dinitrotoluene, 2-methyl-5-nitroaniline, 4-methyl-2-nitroaniline, 2,3-dimethyl-6-nitroaniline, 4,5-dimethyl-2-nitroaniline and 2-methyl-3,5-dinitroaniline were studied by quantum mechanical calculations at RHF/311++G(3df,2p) and B3LYP/311++G(3df,2p) level of theory. The calculations prove that solely geometrical study of hydrogen bonding can be very misleading because not all short distances (classified as hydrogen bonds on the basis of interaction geometry) are bonding in character. For studied compounds interaction energy ranges from 0.23 kcal mol−1 to 5.59 kcal mol−1. The creation of intermolecular hydrogen bonds leads to charge redistribution in donors and acceptors. The Natural Bonding Orbitals analysis shows that hydrogen bonds are created by transfer of electron density from the lone pair orbitals of the H-bond acceptor to the antibonding molecular orbitals of the H-bond donor and Rydberg orbitals of the hydrogen atom. The stacking interactions are the interactions of delocalized molecular π-orbitals of the one molecule with delocalized antibonding molecular π-orbitals and the antibonding molecular σ-orbital created between the carbon atoms of the second aromatic ring and vice versa.

Role of non-covalent interactions in the supramolecular architectures of mercury(ii) diphenyldithiophosphates: An experimental and theoretical investigation

2021 ◽  
Vol 45 (4) ◽  
pp. 2249-2263
Author(s):  
Pretam Kumar ◽  
Snehasis Banerjee ◽  
Anu Radha ◽  
Tahira Firdoos ◽  
Subash Chandra Sahoo ◽  
...  
Keyword(s):  
Theoretical Investigation ◽  
Supramolecular Organization ◽  
Π Interactions ◽  
Supramolecular Architectures ◽  
Non Covalent Interactions ◽  
Covalent Interactions

The H-bond, spodium bond and CH⋯π interactions playing an important role in the supramolecular organization of two mercury(ii) diphenyldithiophosphate complexes have been discussed.

scholarly journals New approaches to organocatalysis based on C–H and C–X bonding for electrophilic substrate activation

2016 ◽  
Vol 12 ◽  
pp. 2834-2848 ◽  
Author(s):  
Pavel Nagorny ◽  
Zhankui Sun
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Recent Progress ◽  
Halogen Bonds ◽  
Hydrogen Bond Donor ◽  
New Approaches ◽  
Substrate Activation ◽  
Non Covalent Interactions ◽  
Covalent Interactions ◽  
Hydrogen Bond Donors

Hydrogen bond donor catalysis represents a rapidly growing subfield of organocatalysis. While traditional hydrogen bond donors containing N–H and O–H moieties have been effectively used for electrophile activation, activation based on other types of non-covalent interactions is less common. This mini review highlights recent progress in developing and exploring new organic catalysts for electrophile activation through the formation of C–H hydrogen bonds and C–X halogen bonds.

scholarly journals Studying physisorption processes and molecular friction of cycloparaphenylene molecules on graphene nano-sized flakes: role of π⋯π and CH⋯π interactions

2017 ◽  
Vol 2 (3) ◽  
pp. 253-262 ◽  
Author(s):  
A. Pérez-Guardiola ◽  
A. J. Pérez-Jiménez ◽  
J. C. Sancho-García
Keyword(s):  
Cost Effective ◽  
Π Interactions ◽  
Graphene Flakes ◽  
Non Covalent Interactions ◽  
Molecular Friction ◽  
Covalent Interactions

We theoretically study, by means of dispersion-corrected and cost-effective methods, the strength of non-covalent interactions between cyclic organic nanorings and nano-sized graphene flakes acting as substrates.

(Pentane-2,4-dionato-κ2O,O′)(pyridin-2-amine-κN1)copper(II) and (pentane-2,4-dionato-κ2O,O′)(pyrimidin-2-amine-κN1)copper(II)

2012 ◽  
Vol 68 (3) ◽  
pp. m64-m68 ◽  
Author(s):  
Franc Perdih
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Schiff Base ◽  
Hydrogen Bonds ◽  
Point Of View ◽  
Metal Coordination ◽  
Π Interactions ◽  
Schiff Base Formation ◽  
Base Formation ◽  
Amine Ligand

The title compounds, [Cu(C5H7O2)2(C5H6N2)], (I), and [Cu(C5H7O2)2(C4H5N3)], (II), were prepared by the reaction of bis(pentane-2,4-dionato-κ2O,O′)copper(II) with pyridin-2-amine and pyrimidin-2-amine, respectively. From a chemical point of view, it is interesting that no Schiff base formation was observed. The compounds are isostructural, with both having a square-pyramidal coordination of the CuIIatom and intramolecular N—H...O hydrogen bonding. The additional N atom of the pyrimidin-2-amine ligand is not involved in hydrogen bonding or in metal coordination. In the crystal structure, chelate rings are involved in π–π interactions and molecules of (I) are linked togetherviaN—H...O hydrogen bonds.

Direct Immobilization of Ru-Based Catalysts on Silica: Hydrogen Bonds as Non-Covalent Interactions for Recycling in Metathesis Reactions

ChemCatChem ◽  
2015 ◽  
Vol 7 (16) ◽  
pp. 2493-2500 ◽  
Author(s):  
Houssein Nasrallah ◽  
Diana Dragoe ◽  
Caroline Magnier ◽  
Christophe Crévisy ◽  
Marc Mauduit ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Metathesis Reactions ◽  
Non Covalent Interactions ◽  
Direct Immobilization ◽  
Covalent Interactions

Study of non-covalent interactions on dendriplex formation: Influence of hydrophobic, electrostatic and hydrogen bonds interactions

2018 ◽  
Vol 162 ◽  
pp. 380-388 ◽  
Author(s):  
María Sánchez-Milla ◽  
Isabel Pastor ◽  
Marek Maly ◽  
M. Jesús Serramía ◽  
Rafael Gómez ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Non Covalent Interactions ◽  
Covalent Interactions

AFM Research in Catalysis and Medicine

2020 ◽  
Vol 7 (3) ◽  
pp. 248-255
Author(s):  
Ludmila Matienko ◽  
Mil Elena Mickhailovna ◽  
Binyukov Vladimir Ivanovich ◽  
Goloshchapov Alexandr Nikolaevich
Keyword(s):  
Hydrogen Bonds ◽  
Active Sites ◽  
Morphological Changes ◽  
Iron Complexes ◽  
Supramolecular Structures ◽  
Intermolecular Hydrogen Bonds ◽  
Force Microscopy ◽  
Atomic Force ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Background: In this study, we show that the AFM method not only allows monitoring the morphological changes in biological structures fixed on the surface due to H-bonds, but also makes it possible to study the self-organization of metal complexes by simulating the active center of enzymes due to intermolecular H-bonds into stable nanostructures; the sizes of which are much smaller than the studied biological objects. The possible role of intermolecular hydrogen bonds in the formation of stable supramolecular metal complexes, which are effective catalysts for the oxidation of alkyl arenes to hydroperoxides by molecular oxygen and mimic the selective active sites of enzymes, was first studied by AFM. Methods and Results: The formation of supramolecular structures due to intermolecular hydrogen bonds and, possibly, other non-covalent interactions, based on homogenous catalysts and models of active centers enzymes, heteroligand nickel and iron complexes, was proven by AFM-technique. AFM studies of supramolecular structures were carried out using NSG30 cantilever with a radius of curvature of 2 nm, in the tapping mode. To form nanostructures on the surface of a hydrophobic, chemically modified silicon surface as a substrate, the sample was prepared using a spin-coating process from solutions of the nickel and iron complexes. The composition and the structure of the complex Ni2(acac)(OAc)3·NMP·2H2O were determined in earlier works using various methods: mass spectrometry, UV- and IR-spectroscopy, elemental analysis, and polarography. Self-assembly of supramolecular structures is due to intermolecular interactions with a certain coordination of these interactions, which may be a consequence of the properties of the components themselves, the participation of hydrogen bonds and other non-covalent interactions, as well as the balance of the interaction of these components with the surface. Using AFM, approaches have been developed for fixing on the surface and quantifying parameters of cells. Conclusion: This study summarizes the authors' achievements in using the atomic force microscopy (AFM) method to study the role of intermolecular hydrogen bonds (and other non-covalent interactions) and supramolecular structures in the mechanisms of catalysis. The data obtained from AFM based on nickel and iron complexes, which are effective catalysts and models of active sites of enzymes, indicate a high probability of the formation of supramolecular structures in real conditions of catalytic oxidation, and can bring us closer to understanding enzymes activity. With a sensitive AFM method, it is possible to observe the self-organization of model systems into stable nanostructures due to H-bonds and possibly other non-covalent interactions, which can be considered as a step towards modeling the active sites of enzymes. Methodical approaches of atomic force microscopy for the study of morphological changes of cells have been developed.

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