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(Z)-5-Benzylidene-4-phenyl-2-(p-tolyl)-4,5-dihydrooxazole
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2-(1H-Imidazol-2-yl)-2,3-dihydro-1H-perimidine
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(Z)-3-(Dicyanomethylene)-4-((5-fluoro-3,3-dimethyl-1-(3-phenylpropyl)-3H-indol-1-ium-2-yl) methylene)-2-(((E)-5-fluoro-3,3-dimethyl-1-(3-phenylpropyl)indolin-2-ylidene)methyl) cyclobut-1-en-1-olate
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Methyl 9-(1-methyl-1H-indol-3-yl)-9-oxononanoate
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1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
Journal Description
Molbank
Molbank
is a peer-reviewed, open access journal comprised of a unique collection of one-compound-per-paper short notes on synthetic compounds and natural products. Molbank has been published online quarterly since 2009 (previously published irregularly).
- Open Access— free for readers, with article processing charges (APC) paid by authors or their institutions.
- High Visibility: indexed within Scopus, ESCI (Web of Science), Reaxys, CAPlus / SciFinder, and other databases.
- Rapid Publication: manuscripts are peer-reviewed and a first decision is provided to authors approximately 13.1 days after submission; acceptance to publication is undertaken in 2.9 days (median values for papers published in this journal in the second half of 2022).
- Recognition of Reviewers: reviewers who provide timely, thorough peer-review reports receive vouchers entitling them to a discount on the APC of their next publication in any MDPI journal, in appreciation of the work done.
Latest Articles
Isoetin 2′-O-α-l-arabinopyranoside-5′-O-β-d-glucopyranoside
Molbank 2023, 2023(2), M1652; https://doi.org/10.3390/M1652 - 26 May 2023
Abstract
Isoetin derivatives are a rare class of flavonoids with a rather erratic occurrence across the plant kingdom. The Cichorieae tribe of the Asteraceae family has proven to be a rich source and a centre of chemical diversity of this class of compounds. Here,
[...] Read more.
Isoetin derivatives are a rare class of flavonoids with a rather erratic occurrence across the plant kingdom. The Cichorieae tribe of the Asteraceae family has proven to be a rich source and a centre of chemical diversity of this class of compounds. Here, we describe the chromatographic isolation and mainly NMR-based structure elucidation of a previously undescribed isoetin derivative from Leontodon hispidus L. (Asteraceae, Cichorieae). The chemophenetic relevance is discussed briefly.
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(This article belongs to the Section Natural Products)
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1-(((6-(Methoxycarbonyl)-5-oxononan-4-yl)oxy)carbonyl)cyclopropane-1-carboxylic Acid
by
, , , and
Molbank 2023, 2023(2), M1651; https://doi.org/10.3390/M1651 - 24 May 2023
Abstract
Here, we first report the 2′-acyloxy-1,3-dicarbonyl compound construction in a three-component oxidative reaction of alkyl ketene dimer with cyclic diacyl peroxide and trimethyl orthoformate. The discovered synthesis allows us to form 2′-functionalized 1,3-dicarbonyl compounds instead of the common 2-functionalized moiety. The reaction between
[...] Read more.
Here, we first report the 2′-acyloxy-1,3-dicarbonyl compound construction in a three-component oxidative reaction of alkyl ketene dimer with cyclic diacyl peroxide and trimethyl orthoformate. The discovered synthesis allows us to form 2′-functionalized 1,3-dicarbonyl compounds instead of the common 2-functionalized moiety. The reaction between 4-butylidene-3-propyloxetan-2-one and cyclopropyl malonoyl peroxide proceeds in the presence of trifluoroacetic acid and trimethyl orthoformate at 120 °C for 1 h. The synthesized compound was characterized by NMR spectroscopy, mass spectrometry, and IR spectroscopy.
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(This article belongs to the Section Organic Synthesis)
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Scheme 1
Open AccessShort Note
(R)-(+)-3,5-Dinitro-N-(1-phenylethyl)benzothioamide
by
and
Molbank 2023, 2023(2), M1650; https://doi.org/10.3390/M1650 - 20 May 2023
Abstract
(R)-(+)-3,5-dinitro-N-(1-phenylethyl)benzothioamide 1 is a potential chiral solvating agent (CSA) for the spectral resolution of enantiomers via 1H NMR spectroscopy. The single enantiomer of 1 was synthesized from commercially available (R)-(+)-a-methylbenzylamine 2 in two steps with 85% yield.
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(This article belongs to the Section Organic Synthesis)
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Figure 1
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5,6-Dihydro-[1,2,5]oxadiazolo[3,4-d]pyridazine-4,7-dione
Molbank 2023, 2023(2), M1649; https://doi.org/10.3390/M1649 - 18 May 2023
Abstract
1,2,5-Chalcogenadiazoles fused with electron-withdrawing heterocycles have been actively investigated for the preparation of organic photovoltaic materials. [1,2,5]Oxadiazolo[3,4-d]pyridazines are much less studied than other chalcogenadiazolopyridazines due to their low availability. In this communication, we report our study showing that 5,6-dihydro-[1,2,5]oxadiazolo[3,4-d]pyridazine-4,7-dione, a key precursor for
[...] Read more.
1,2,5-Chalcogenadiazoles fused with electron-withdrawing heterocycles have been actively investigated for the preparation of organic photovoltaic materials. [1,2,5]Oxadiazolo[3,4-d]pyridazines are much less studied than other chalcogenadiazolopyridazines due to their low availability. In this communication, we report our study showing that 5,6-dihydro-[1,2,5]oxadiazolo[3,4-d]pyridazine-4,7-dione, a key precursor for the synthesis of 4,7-dihalo-[1,2,5]oxadiazolo[3,4-d]pyridazines, is formed via the cyclization of 1,2,5-oxadiazole-3,4-dicarbohydrazide in hydrochloric acid. The structure of the newly synthesized compound was established by means of elemental analysis; high-resolution mass spectrometry; 1H and 13C NMR; IR spectroscopy, and mass spectrometry.
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(This article belongs to the Collection Heterocycle Reactions)
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Open AccessShort Note
5-(4-Chlorophenyl)-N,1-di-o-tolyl-1H-imidazole-2-amine
Molbank 2023, 2023(2), M1648; https://doi.org/10.3390/M1648 - 17 May 2023
Abstract
A new 2-amino imidazole derivative, 5-(4-chlorophenyl)-N,1-di-o-tolyl-1H-imidazole-2-amine (3), has been synthesized using a green approach. The reaction was conducted in a ChCl (cholinium chloride)/urea eutectic mixture, which is a nature-inspired and environmentally friendly reaction medium. The proposed reaction mechanism involves
[...] Read more.
A new 2-amino imidazole derivative, 5-(4-chlorophenyl)-N,1-di-o-tolyl-1H-imidazole-2-amine (3), has been synthesized using a green approach. The reaction was conducted in a ChCl (cholinium chloride)/urea eutectic mixture, which is a nature-inspired and environmentally friendly reaction medium. The proposed reaction mechanism involves the preliminary regioselective alkylation of the Nsp2 of guanidine (2), followed by an intramolecular condensation between the carbonyl moiety and the secondary N′sp3. Finally, a tautomerization/aromatization step furnished the final product (3). Notably, 2-amino imidazole (3) could be isolated in high yield (91%), just by filtration from the DES/water mixture and subsequent crystallization; the remaining ChCl/urea could be recycled, after water removal, for four consecutive reactions without any significant drop in the (3) yield. The product has been fully characterized by 1H, 13C, 2D 1H-13C HSQC, and 2D 1H-13C HMBC NMR; FT-IR spectroscopy; and EI-MS spectrometry.
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(This article belongs to the Collection Heterocycle Reactions)
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Open AccessCommunication
Structural Elucidation of 2-(6-(Diethylamino)benzofuran-2-yl)-3-hydroxy-4H-chromen-4-one and Labelling of Mycobacterium aurum Cells
Molbank 2023, 2023(2), M1647; https://doi.org/10.3390/M1647 - 16 May 2023
Abstract
Trehalose conjugates of 3-hydroxychromone (3HC) dyes have previously been utilized as fluorescence labels to detect metabolically active mycobacteria with a view to facilitating point-of-care detection of mycobacterial pathogens, especially Mycobacterium tuberculosis. We subjected the 3HC dye 2-(6-(diethylamino)benzofuran-2-yl)-3-hydroxy-4H-chromen-4-one (3HC-2)
[...] Read more.
Trehalose conjugates of 3-hydroxychromone (3HC) dyes have previously been utilized as fluorescence labels to detect metabolically active mycobacteria with a view to facilitating point-of-care detection of mycobacterial pathogens, especially Mycobacterium tuberculosis. We subjected the 3HC dye 2-(6-(diethylamino)benzofuran-2-yl)-3-hydroxy-4H-chromen-4-one (3HC-2) to a combined X-ray crystallography and density functional theory (DFT) study, and conducted preliminary fluorescence labelling experiments with the model organism Mycobacterium aurum. In the crystal, 3HC-2 exhibits an s-cis conformation of the chromone and the benzofuran moieties about the central C–C bond. According to DFT calculations, the s-cis conformer is about 1.8 kcal mol−1 lower in energy than the s-trans conformer. The solid-state supramolecular structure features hydrogen-bonded dimers and π…π stacking. Fluorescence microscopy revealed fluorescence of M. aurum cells treated with the dye trehalose conjugate 3HC-2-Tre in the GFP channel. It was concluded that s-cis is the preferred conformation of 3HC-2 and that the generally considered non-pathogenic M. aurum can be labelled with the fluorescence probe 3HC-2-Tre for convenient in vitro drug screening of new antimycobacterial agents.
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(This article belongs to the Section Structure Determination)
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Figure 1
Open AccessShort Note
4,4′-(((Perfluoropropane-2,2-diyl)bis(4,1-phenylene))bis(oxy))-bis(2,3,5,6-tetrafluoropyridine)
Molbank 2023, 2023(2), M1644; https://doi.org/10.3390/M1644 - 15 May 2023
Abstract
The title compound was synthesized in near-quantitative yield using nucleophilic aromatic substitution of 4,4′-(hexafluoroisopropylidene)diphenol (BPAF) with perfluoropyridine (PFP). The purity and structure were determined by NMR (1H, 13C, 19F), GC–EIMS, and single-crystal X-ray crystallography.
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(This article belongs to the Section Organic Synthesis)
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Figure 1
Open AccessCommunication
Synthesis and Structure of N-(1-(Bromomethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl)benzenesulfonamide
Molbank 2023, 2023(2), M1645; https://doi.org/10.3390/M1645 - 15 May 2023
Abstract
A new bicyclic sulfonamide derivative, N-(1-(bromomethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl)benzenesulfonamide, was synthesized in the reaction of benzenesulfonamide and camphene in the presence of N-bromosuccinimide in acetonitrile. The proposed mechanism of investigated reaction involves the Wagner–Meerwein rearrangement stage. 3-(Bromomethylene)-2,2-dimethylbicyclo[2.2.1]heptane was isolated as a minor product. The products were
[...] Read more.
A new bicyclic sulfonamide derivative, N-(1-(bromomethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl)benzenesulfonamide, was synthesized in the reaction of benzenesulfonamide and camphene in the presence of N-bromosuccinimide in acetonitrile. The proposed mechanism of investigated reaction involves the Wagner–Meerwein rearrangement stage. 3-(Bromomethylene)-2,2-dimethylbicyclo[2.2.1]heptane was isolated as a minor product. The products were characterized by IR, NMR spectroscopy, X-ray diffraction analysis, HRMS and elemental analysis data.
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(This article belongs to the Section Organic Synthesis)
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1-(3-Isoselenocyanatopropyl)adamantane
Molbank 2023, 2023(2), M1646; https://doi.org/10.3390/M1646 - 15 May 2023
Abstract
The title compound, 1-(3-isoselenocyanatopropyl)adamantane, was synthesized for the first time from 3-(adamantan-1-yl)propan-1-amine by the two-stage reaction with 1-(3-isocyanopropyl)adamantane as intermediate. The product was characterized by NMR, GC-MS, and elemental analysis.
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(This article belongs to the Section Organic Synthesis)
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Figure 1
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N,N,N-Triethyl-4-(1H-pyrrol-1-yl)butan-1-aminium Perchlorate
Molbank 2023, 2023(2), M1643; https://doi.org/10.3390/M1643 - 13 May 2023
Abstract
Polypyrroles attract significant attention as the promising class of conductive polymers for the organic electronics, electrochemical energy-storage, photovoltaics, sensing and light-emitting devices due to their electrochemical and electrical properties. The attachment of the charged fragments to the pyrrole monomeric unit opens the route
[...] Read more.
Polypyrroles attract significant attention as the promising class of conductive polymers for the organic electronics, electrochemical energy-storage, photovoltaics, sensing and light-emitting devices due to their electrochemical and electrical properties. The attachment of the charged fragments to the pyrrole monomeric unit opens the route to a water-soluble polypyrrole for improved solution processability. Here we report a scalable multigram synthesis of the N-substituted cationic pyrrole, N,N,N-triethyl-4-(1H-pyrrol-1-yl)butan-1-aminium perchlorate, which can be used for the preparation of the water-soluble cationic polypyrrole, in two steps with 81% overall yield. The resulting product was characterized by the 1H and 13C, nuclear magnetic resonance (NMR), ESI-high-resolution mass spectrometry (ESI-HRMS) and Fourier-transform infrared spectroscopy (FTIR).
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
Methyl 3,3-Bis[4-(dimethylamino)phenyl]-2,2-dimethylpropanoate
Molbank 2023, 2023(2), M1642; https://doi.org/10.3390/M1642 - 09 May 2023
Abstract
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The synthesis of methyl 3,3-bis[4-(dimethylamino)phenyl]-2,2-dimethylpropanoate is achieved by means of the alkylation of methyl isobutyrate silyl enol ether with bis[4-(dimethylamino)phenyl]methanol, facilitated by using 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promoter. The reaction proceeds smoothly to produce the mentioned compound in a good
[...] Read more.
The synthesis of methyl 3,3-bis[4-(dimethylamino)phenyl]-2,2-dimethylpropanoate is achieved by means of the alkylation of methyl isobutyrate silyl enol ether with bis[4-(dimethylamino)phenyl]methanol, facilitated by using 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promoter. The reaction proceeds smoothly to produce the mentioned compound in a good yield via a metal and additive-free procedure. The corresponding ester is fully characterized.
Full article

Scheme 1
Open AccessCommunication
New 5-Chloro-Maleonitrile-Salen Ligand and Relative Co(II) Complex
by
, , , and
Molbank 2023, 2023(2), M1639; https://doi.org/10.3390/M1639 - 08 May 2023
Abstract
Salen ligands and relative metal complexes are widely used in many fields, such as catalysis, sensing, optical and electronic materials. The introduction of a wide range of substituents in different positions, both in the salen scaffold and in the diamine bridge, allows the
[...] Read more.
Salen ligands and relative metal complexes are widely used in many fields, such as catalysis, sensing, optical and electronic materials. The introduction of a wide range of substituents in different positions, both in the salen scaffold and in the diamine bridge, allows the tuning of chemical, catalytic and spectroscopic properties. In this contribution, we report the synthesis and characterization of a new salen ligand and relative Co(II) complex bearing a maleonitrile bridge and two chlorine atoms in the salen backbone.
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(This article belongs to the Section Organic Synthesis)
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Figure 1
Open AccessShort Note
(η5-Pentamethylcyclopentadienyl)iridium{1,3-bis(2,3,4,5,6-pentafluorobenzyl)imidazolin-2-ylidene}dichloride
Molbank 2023, 2023(2), M1641; https://doi.org/10.3390/M1641 - 08 May 2023
Abstract
In this paper, we report (η5-pentamethylcyclopentadienyl)iridium{1,3-bis(2,3,4,5,6-pentafluorobenzyl)imidazolin-2-ylidene}dichloride, 2, synthesized using a silver transfer agent generated from 1,3-bis(2,3,4,5,6-pentafluorobenzyl)imidazolium bromide. Compound 2 was characterized using 1H and 19F NMR spectroscopy and mass spectrometry, and its structure was determined in a single-crystal X-ray diffraction study.
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(This article belongs to the Section Structure Determination)
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5-(1-(4-Hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-phenylethyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
Molbank 2023, 2023(2), M1640; https://doi.org/10.3390/M1640 - 08 May 2023
Abstract
Multicomponent reactions have been demonstrated as a promising tool for the creation of diverse molecular structures with enhanced efficiency, reduced waste, and a high atom economy. Arylglyoxal monohydrates with two different carbonyl groups are well known as worthwhile synthons in organic synthesis. 2-Pyrone
[...] Read more.
Multicomponent reactions have been demonstrated as a promising tool for the creation of diverse molecular structures with enhanced efficiency, reduced waste, and a high atom economy. Arylglyoxal monohydrates with two different carbonyl groups are well known as worthwhile synthons in organic synthesis. 2-Pyrone and pyrimidine-2,4,6-trione are versatile building blocks for the synthesis of key intermediates in synthetic organic chemistry as well as in medicinal chemistry. A simple and efficient tandem Knoevenagel–Michael protocol for the synthesis of the previously unknown 5-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-phenylethyl)-1,3-dimet-hylpyrimidine-2,4,6(1H,3H,5H)-trione was elaborated. The suggested method is based on the multicomponent reaction of phenylglyoxal hydrate, 1,3-dimethylbarbituric acid, and 4-hydroxy-6-methyl-2H-pyran-2-one. The structure of the synthesized compound was proven by 1H, 13C-NMR, and IR spectroscopy, mass spectrometry, and elemental analysis. A procedure for predicting the possible types of its biological activity was carried out for the title compound.
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(This article belongs to the Collection Heterocycle Reactions)
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Scheme 1
attachment
Supplementary material:
Supplementary File 1 (ZIP, 229 KiB)
Supplementary File 2 (MOL, 1 KiB)
Supplementary File 3 (INCHI, 659 B)
Supplementary File 4 (MOL, 1 KiB)
Supplementary File 5 (MOL, 2 KiB)
Supplementary File 6 (INCHI, 1 KiB)
Supplementary File 7 (MOL, 2 KiB)
Supplementary File 8 (MOL, 4 KiB)
Supplementary File 9 (INCHI, 2 KiB)
Supplementary File 10 (MOL, 3 KiB)
Supplementary File 11 (MOL, 635 B)
Supplementary File 12 (INCHI, 320 B)
Supplementary File 13 (MOL, 631 B)
Supplementary File 14 (CIF, 163 KiB)
Supplementary File 15 (CIF, 112 KiB)
Supplementary File 16 (CIF, 144 KiB)
Supplementary File 17 (CIF, 168 KiB)
Supplementary File 1 (ZIP, 229 KiB)
Supplementary File 2 (MOL, 1 KiB)
Supplementary File 3 (INCHI, 659 B)
Supplementary File 4 (MOL, 1 KiB)
Supplementary File 5 (MOL, 2 KiB)
Supplementary File 6 (INCHI, 1 KiB)
Supplementary File 7 (MOL, 2 KiB)
Supplementary File 8 (MOL, 4 KiB)
Supplementary File 9 (INCHI, 2 KiB)
Supplementary File 10 (MOL, 3 KiB)
Supplementary File 11 (MOL, 635 B)
Supplementary File 12 (INCHI, 320 B)
Supplementary File 13 (MOL, 631 B)
Supplementary File 14 (CIF, 163 KiB)
Supplementary File 15 (CIF, 112 KiB)
Supplementary File 16 (CIF, 144 KiB)
Supplementary File 17 (CIF, 168 KiB)
Open AccessCommunication
Crystal Structures of a Series of Hydroxamic Acids
Molbank 2023, 2023(2), M1637; https://doi.org/10.3390/M1637 - 07 May 2023
Abstract
The structure of four hydroxamic acids (HA) that show antifungal activities in complexes with several metals is revealed by single crystal diffraction. The structures of HA with C2, C6, C10, and C12 hydrocarbon chains are reported. The
[...] Read more.
The structure of four hydroxamic acids (HA) that show antifungal activities in complexes with several metals is revealed by single crystal diffraction. The structures of HA with C2, C6, C10, and C12 hydrocarbon chains are reported. The smallest member of the series, N-hydroxyacetamide (HA2), crystallizes in the centrosymmetric space group P21/c while those with longer chain lengths N-hydroxyhexanamide (HA6), N-hydroxydecanamide (HA10), and N-hydroxydodecanamide (HA12) crystallize in the space group P21, and display remarkable packing.
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(This article belongs to the Section Structure Determination)
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Figure 1
Open AccessShort Note
(4Z,4′Z)-2,2′-(Ethane-1,2-diylbis(sulfanediyl))bis(1-phenyl)-4-(pyridin-2-ylmethylene)-1H-imidazol-5(4H)-one)dicopper(II) Tetrabromide
by
, , , , , , , and
Molbank 2023, 2023(2), M1638; https://doi.org/10.3390/M1638 - 07 May 2023
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The title compound was characterized for the first time by a full range of physical methods including UV, FTIR, mass spectrometry and X-ray structure determination. The copper atoms have a distorted tetrahedral structure close to a trigonal pyramid.
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Figure 1
Open AccessShort Note
7-((5-Bromo-1H-indol-3-yl)(4-methoxyphenyl)methyl)-1,3,5-triaza-7-phosphaadamantan-7-ium Tetrafluoroborate
Molbank 2023, 2023(2), M1636; https://doi.org/10.3390/M1636 - 28 Apr 2023
Abstract
The novel organic salt 7-((5-bromo-1H-indol-3-yl)(4-methoxyphenyl)methyl)1,3,5-triaza-7-phosphaadamantan-7-ium tetrafluoroborate was synthesized from a Lewis acid (LA) and Lewis-base (LB) reaction between 1,3,5-triaza-7-phosphaadmantane (LB) and 5-bromo-3-(4-methoxybenzylidene)-3-H-indol-1-ium tetrafluoroborate (LA). The obtained Lewis acid base adduct, being the title compound, was analyzed and validated by 1H, 13C,
[...] Read more.
The novel organic salt 7-((5-bromo-1H-indol-3-yl)(4-methoxyphenyl)methyl)1,3,5-triaza-7-phosphaadamantan-7-ium tetrafluoroborate was synthesized from a Lewis acid (LA) and Lewis-base (LB) reaction between 1,3,5-triaza-7-phosphaadmantane (LB) and 5-bromo-3-(4-methoxybenzylidene)-3-H-indol-1-ium tetrafluoroborate (LA). The obtained Lewis acid base adduct, being the title compound, was analyzed and validated by 1H, 13C, 31P, and 19F 1D-NMR-spectroscopy, ESI mass spectrometry, CHN-elemental analysis, and a single crystal X-ray diffraction investigation.
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(This article belongs to the Section Organic Synthesis)
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Figure 1
attachment
Supplementary material:
Supplementary File 1 (ZIP, 7213 KiB)
Supplementary File 2 (MOL, 5 KiB)
Supplementary File 3 (INCHI, 3 KiB)
Supplementary File 4 (MOL, 5 KiB)
Supplementary File 5 (MOL, 5 KiB)
Supplementary File 6 (INCHI, 3 KiB)
Supplementary File 7 (MOL, 5 KiB)
Supplementary File 8 (MOL, 6 KiB)
Supplementary File 9 (INCHI, 4 KiB)
Supplementary File 10 (MOL, 6 KiB)
Supplementary File 11 (CIF, 574 KiB)
Supplementary File 12 (CIF, 1180 KiB)
Supplementary File 13 (CIF, 759 KiB)
Supplementary File 1 (ZIP, 7213 KiB)
Supplementary File 2 (MOL, 5 KiB)
Supplementary File 3 (INCHI, 3 KiB)
Supplementary File 4 (MOL, 5 KiB)
Supplementary File 5 (MOL, 5 KiB)
Supplementary File 6 (INCHI, 3 KiB)
Supplementary File 7 (MOL, 5 KiB)
Supplementary File 8 (MOL, 6 KiB)
Supplementary File 9 (INCHI, 4 KiB)
Supplementary File 10 (MOL, 6 KiB)
Supplementary File 11 (CIF, 574 KiB)
Supplementary File 12 (CIF, 1180 KiB)
Supplementary File 13 (CIF, 759 KiB)
Open AccessCommunication
Synthesis and X-ray Structures of Potential Light-Harvesting Ruthenium(II) Complexes
by
, , , , , and
Molbank 2023, 2023(2), M1635; https://doi.org/10.3390/M1635 - 27 Apr 2023
Abstract
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We synthesized the luminescent ruthenium(II) polypyridyl complexes of type [Ru(bpy)2(L1)][ClO4]2 (1) (where L1 = 4,4-dicarboxy-2,2-bipyridine); [Ru(bpy)2(L2)][ClO4]2 (2); and [Ru(L2)3][ClO4]2 (3) (where L2
[...] Read more.
We synthesized the luminescent ruthenium(II) polypyridyl complexes of type [Ru(bpy)2(L1)][ClO4]2 (1) (where L1 = 4,4-dicarboxy-2,2-bipyridine); [Ru(bpy)2(L2)][ClO4]2 (2); and [Ru(L2)3][ClO4]2 (3) (where L2 = 4,4-dimethanol-2,2-bipyridine). Photo-physical and electrochemical properties of the Ru(II) complexes were investigated along with the emission vs. pH. This reveals that the carboxylic acids in the 2,2-bipyridine ligand had a more important influence on the photophysical and electrochemical properties of the Ru(II) complexes than alcohol. The crystal structure of the Ru(II) complexes 1–3 is also discussed in this paper. The cyclic voltammetry of 1–3 yields a reversible RuIII/II wave that shifts 1.4–1.2 V. UV/Visible absorbance spectroscopy reveals that Metal-to-Ligand Charge Transfer (MLCT) transitions shift to lower energy upon deprotonation of the complex.
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Figure 1
Open AccessShort Note
Diethyl 2-Cyano-3-oxosuccinate
by
, , , , , and
Molbank 2023, 2023(2), M1634; https://doi.org/10.3390/M1634 - 26 Apr 2023
Abstract
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The titular compound was characterized for the first time using a full range of spectroscopic methods, including UV, IR, 1H, and 13C NMR spectra. In solution, all methods showed a keto–enol equilibrium strongly shifted to the enol form. The X-ray structures
[...] Read more.
The titular compound was characterized for the first time using a full range of spectroscopic methods, including UV, IR, 1H, and 13C NMR spectra. In solution, all methods showed a keto–enol equilibrium strongly shifted to the enol form. The X-ray structures determined for all simple 2-oxosuccinates showed only the enol form packed as hydrogen-bonded dimer stacks.
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Figure 1
Open AccessShort Note
N-[1-(2-Chlorophenyl)-2-{1-methyl-5-nitro-4-[(phenylsulfonyl)methyl]-1H-imidazol-2-yl}ethyl]-4-methylbenzenesulfonamide
by
, , , , and
Molbank 2023, 2023(2), M1633; https://doi.org/10.3390/M1633 - 25 Apr 2023
Abstract
In continuation of our research program to develop original synthetic methods using TDAE methodology on nitroheterocyclic substrates, we were able to generate for the first time a stable carbanion in position 2 of the 5-nitroimidazole scaffold. Starting from a 2-chloromethyl-4-phenylsulfonylmethyl-5-nitroimidazole intermediate, prepared by
[...] Read more.
In continuation of our research program to develop original synthetic methods using TDAE methodology on nitroheterocyclic substrates, we were able to generate for the first time a stable carbanion in position 2 of the 5-nitroimidazole scaffold. Starting from a 2-chloromethyl-4-phenylsulfonylmethyl-5-nitroimidazole intermediate, prepared by the vicarious nucleophilic substitution of hydrogen (VNS) reaction, we selectively introduced a N-tosylbenzylimine moiety at position 2 without reducing the sulfone at position 4, leading to the formation of N-[1-(2-chlorophenyl)-2-{1-methyl-5-nitro-4-[(phenylsulfonyl)methyl]-1H-imidazol-2-yl}ethyl]-4-methylbenzenesulfonamide in 47% yield. This new synthetic method using TDAE should allow access to new 2-substituted 5-nitroimidazole derivatives with various electrophiles such as carbonyls and other N-tosylbenzylimines.
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(This article belongs to the Collection Heterocycle Reactions)
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