scholarly journals Rational linkage of magnetic molecules using click chemistry

2015 ◽  
Vol 51 (30) ◽  
pp. 6524-6527 ◽  
Author(s):  
Christian Plenk ◽  
Jasmin Krause ◽  
Martin Beck ◽  
Eva Rentschler
Keyword(s):  
Quantum Computing ◽  
Click Chemistry ◽  
Synthetic Approach ◽  
Click Reactions ◽  
Magnetic Molecules ◽  
Molecular Arrangement ◽  
First Time

Established CuAAC click reactions are used for the first time to assemble magnetic molecules to an extended molecular arrangement. This novel synthetic approach is expected to be a general approach to link SMMs as an important precondition to realize quantum computing.

New Insights into the Nature of the Band Gap of CuGeO3 Nanoparticles: Synthesis, Electronic Structure, and Optical and Photocatalytic Properties

2019 ◽  
Author(s):  
Victor Y. Suzuki ◽  
Luís Henrique Cardozo Amorin ◽  
Natália H. de Paula ◽  
Anderson R. Albuquerque ◽  
Julio Ricardo Sambrano ◽  
...  
Keyword(s):  
Electronic Structure ◽  
Band Gap ◽  
Material Design ◽  
Photocatalytic Properties ◽  
Critical Parameters ◽  
Synthetic Approach ◽  
Microwave Assisted ◽  
Theoretical Approaches ◽  
Nanoparticles Synthesis ◽  
First Time

<p>We report, for the first time, new insights into the nature of the band gap of <a>CuGeO<sub>3</sub> </a>(CGO) nanocrystals synthesized from a microwave-assisted hydrothermal method in the presence of citrate. To the best of our knowledge, this synthetic approach has the shortest reaction time and it works at the lowest temperatures reported in the literature for the preparation of these materials. The influence of the surfactant on the structural, electronic, optical, and photocatalytic properties of CGO nanocrystals is discussed by a combination of experimental and theoretical approaches, and that results elucidates the nature of the band gap of synthetized CGO nanocrystals. We believe that this particular strategy is one of the most critical parameters for the development of innovative applications and that result could shed some light on the emerging material design with entirely new properties.</p> <p><b> </b></p>

Click Reactions in Chemistry of Triterpenes - Advances Towards Development of Potential Therapeutics

2018 ◽  
Vol 25 (5) ◽  
pp. 636-658 ◽  
Author(s):  
Jan Pokorny ◽  
Lucie Borkova ◽  
Milan Urban
Keyword(s):  
Biological Activities ◽  
Synthetic Approach ◽  
Clinical Use ◽  
New Approach ◽  
Click Reactions ◽  
Drug Candidates ◽  
The Past ◽  
Low Toxicity ◽  
New Compounds ◽  
Potential Therapeutics

Triterpenoids are natural compounds with a large variety of biological activities such as anticancer, antiviral, antibacterial, antifungal, antiparazitic, antiinflammatory and others. Despite their low toxicity and simple availability from the natural resources, their clinical use is still severely limited by their higher IC50 and worse pharmacological properties than in the currently used therapeutics. This fact encouraged a number of researchers to develop new terpenic derivatives more suitable for the potential clinical use. This review summarizes a new approach to improve both, the activity and ADME-Tox properties by connecting active terpenes to another modifying molecules using click reactions. Within the past few years, this synthetic approach was well explored yielding a lot of great improvements of the parent compounds along with some less successful attempts. A large quantity of the new compounds presented here are superior in both activity and ADME-Tox properties to their parents. This review should serve the researchers who need to promote their hit triterpenic structures towards their clinical use and it is intended as a guide for the chemical synthesis of better drug candidates.

CuAAC click reactions for the design of multifunctional luminescent ruthenium complexes

2016 ◽  
Vol 45 (6) ◽  
pp. 2338-2351 ◽  
Author(s):  
Natalia Zabarska ◽  
Anne Stumper ◽  
Sven Rau
Keyword(s):  
Click Chemistry ◽  
Ruthenium Complexes ◽  
Click Reactions ◽  
Versatile Tool ◽  
Potential Applicability

CuAAC (Cu(i) catalyzed azide–alkyne cycloaddition) click chemistry has emerged as a versatile tool in the development of photoactive ruthenium complexes with multilateral potential applicability. Three general concepts for their synthesis and selected applications are discussed.

scholarly journals SYNTHESIS OF AN AZIDE–THIOL LINKER FOR HETEROGENEOUS POLYMER FUNCTIONALIZATION VIA THE “CLICK” REACTION

2018 ◽  
Vol 55 (1B) ◽  
pp. 152
Author(s):  
Thuy Thu Truong
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Click Reaction ◽  
Proton Nuclear Magnetic Resonance ◽  
Reaction Yield ◽  
Reaction Conditions ◽  
Click Reactions ◽  
Heterogeneous Polymer ◽  
Ft Ir ◽  
First Time ◽  
Layer Chromatography

In this study, the synthesis of a telechelic linker bearing both azide and thiol functional groups was described. The reaction conditions were investigated to optimize the reaction yield. The product was analyzed using thin layer chromatography (TLC) and proton nuclear magnetic resonance (1H NMR). The employment of the obtained azide–thiol linker in heterogeneous polymer “click” functionalization was demonstrated for the first time, which was monitored by an online FT–IR method. The obtained telechelic azide–thiol linker is envisioned to be useful chemical tools to link macromolecular chains via orthogonal click reactions.

scholarly journals Semi-Synthetic Approach Leading to 8-Prenylnaringenin and 6-Prenylnaringenin: Optimization of the Microwave-Assisted Demethylation of Xanthohumol Using Design of Experiments

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 4007
Author(s):  
Corinna Urmann ◽  
Herbert Riepl
Keyword(s):  
Reaction Time ◽  
Lithium Chloride ◽  
Biological Effects ◽  
Synthetic Approach ◽  
Prenylated Flavonoids ◽  
Microwave Assisted ◽  
Synthesis Strategy ◽  
Final Yield ◽  
Optimized Conditions ◽  
First Time

The isomers 8-prenylnaringenin and 6-prenylnaringenin, both secondary metabolites occurring in hops, show interesting biological effects, like estrogen-like, cytotoxic, or neuro regenerative activities. Accordingly, abundant sources for this special flavonoids are needed. Extraction is not recommended due to the very low amounts present in plants and different synthesis approaches are characterized by modest yields, multiple steps, the use of expensive chemicals, or an elaborate synthesis. An easy synthesis strategy is the demethylation of xanthohumol, which is available due to hop extraction industry, using lithium chloride and dimethylformamide, but byproducts and low yield did not make this feasible until now. In this study, the demethylation of xanthohumol to 8-prenylnaringenin and 6-prenylnaringenin is described the first time and this reaction was optimized using Design of Experiment and microwave irradiation. With the optimized conditions—temperature 198 °C, 55 eq. lithium chloride, and a reaction time of 9 min, a final yield of 76% of both prenylated flavonoids is reached.

scholarly journals Synthesis of Substituted 1,3-Diesters of Glycerol Using Wittig Chemistry

2014 ◽  
Vol 9 (5) ◽  
pp. 1934578X1400900
Author(s):  
Henry IC Lowe ◽  
Ngeh J. Toyang ◽  
Charah T. Watson ◽  
Joseph Bryant
Keyword(s):  
Benzoic Acid ◽  
Natural Compound ◽  
Primary Alcohol ◽  
Synthetic Approach ◽  
Triphenyl Phosphine ◽  
Phosphonium Bromide ◽  
New Compounds ◽  
First Time ◽  
Wittig Reagent

1,3-di-O-Cinnamoyl-glycerol is a natural compound isolated from a Jamaican medicinal plant commonly referred to as Ball moss (Tillandsia recurvata). The synthesis of this compound was achieved via a Wittig chemistry process. The synthetic approach started with acylation of a di-protected glycerol with cinnamoyl chloride, deprotection of the glycerol moiety, reaction of the primary alcohol with bromo acetylbromide followed by treatment with triphenyl phosphine to give the corresponding phosphonium bromide. The phosphonium bromide was then converted in situ to the Wittig reagent which is the basis for a novel route to 1,3-di-O-cinnamoyl glycerol. Four analogs were also synthesized, three of which are new and are being reported in this article for the first time. The new compounds include 3-(3,4-diemthoxy-phenyl)-acrylic acid 2-hydroxy-3-(3-ptolyl-acryloyloxy)-propyl ester (3), 2-acetoxy-5-((E)-3-(3-((E’)-3-(3,4-dimethoxyphenyl)acryloyloxy)-2-hydropropoxy)-3-oxoprop-1-enyl)benzoic acid (4) and 4-((E)-3-(3-((E)-3-(3,4-dimethoxyphenyl)acryloyloxy)-2-hydropropoxy)-3-oxoprop-1-enyl)benzoic acid (5). The compounds showed no activity in our anticancer assay.

A Versatile Synthetic Approach to Polypeptide Based Rod−Coil Block Copolymers by Click Chemistry

2007 ◽  
Vol 40 (16) ◽  
pp. 5653-5661 ◽  
Author(s):  
Willy Agut ◽  
Daniel Taton ◽  
Sébastien Lecommandoux
Keyword(s):  
Block Copolymers ◽  
Click Chemistry ◽  
Synthetic Approach

scholarly journals Orthogonal click reactions enable the synthesis of ECM-mimetic PEG hydrogels without multi-arm precursors

2018 ◽  
Vol 6 (30) ◽  
pp. 4929-4936 ◽  
Author(s):  
Faraz Jivan ◽  
Natalia Fabela ◽  
Zachary Davis ◽  
Daniel L. Alge
Keyword(s):  
Tissue Engineering ◽  
Ethylene Glycol ◽  
Click Chemistry ◽  
Bioactive Peptides ◽  
Poly Ethylene Glycol ◽  
Click Reactions ◽  
Peg Hydrogels ◽  
Poly Ethylene

A two-step, click chemistry approach to create user-defined hydrogels consisting of poly(ethylene glycol) and bioactive peptides without the use of multi-arm precursors for tissue engineering.

scholarly journals A fast and versatile cross-linking strategy via o-phthalaldehyde condensation for mechanically strengthened and functional hydrogels

2020 ◽  
Author(s):  
Zhen Zhang ◽  
Chaoliang He ◽  
Yan Rong ◽  
Hui Ren ◽  
Tianran Wang ◽  
...  
Keyword(s):  
Condensation Reaction ◽  
Building Blocks ◽  
Order Rate Constant ◽  
Cross Linking ◽  
Click Reactions ◽  
Oxime Formation ◽  
Cross Links ◽  
Poly Ethylene ◽  
Molecule Model ◽  
First Time

Abstract Fast and catalyst-free cross-linking strategy is of great significance for construction of covalently cross-linked hydrogels. Here, we report the condensation reaction between o-phthalaldehyde (OPA) and N-nucleophiles (primary amine, hydrazide and aminooxy) for hydrogel formation for the first time. When four-arm poly(ethylene glycol) (4aPEG) capped with OPA was mixed with various N-nucleophile-terminated 4aPEG as building blocks, hydrogels were formed with superfast gelation rate, higher mechanical strength and markedly lower critical gelation concentrations, compared to benzaldehyde-based counterparts. Small molecule model reactions indicate the key to these cross-links is the fast formation of heterocycle phthalimidine product or isoindole (bis)hemiaminal intermediates, depending on the N-nucleophiles. The second-order rate constant for the formation of phthalimidine linkage (4.3 M−1 s−1) is over 3000 times and 200 times higher than those for acylhydrazone and oxime formation from benzaldehyde, respectively, and comparable to many cycloaddition click reactions. Based on the versatile OPA chemistry, various hydrogels can be readily prepared from naturally derived polysaccharides, proteins or synthetic polymers without complicated chemical modification. Moreover, biofunctionality is facilely imparted to the hydrogels by introducing amine-bearing peptides via the reaction between OPA and amino group.

Regiospecific synthesis of lanthanum(III) and neodymium(III) triple-decker (tetrakis-meso-(3-bromophenyl)-porphyrinato)(crownphthalocyaninates)

2013 ◽  
Vol 17 (10) ◽  
pp. 1027-1034 ◽  
Author(s):  
Kirill P. Birin ◽  
Kamila A. Kamarova ◽  
Yulia G. Gorbunova ◽  
Aslan Yu. Tsivadze
Keyword(s):  
Nmr Spectroscopy ◽  
Synthetic Approach ◽  
Spectral Features ◽  
Hindered Rotation ◽  
One Step ◽  
Symmetrical Type ◽  
First Time

The triple-decker complexes of symmetrical type [m Br 4 TPP ] Ln [(15 C 5)4 Pc ] Ln [m Br 4 TPP ] ( Ln -m TD ; Ln = La , Nd ; [(15 C 5)4 Pc ] = tetra-(15-crown-5)-phthalocyaninato-ligand; [m Br 4 TPP ] = tetrakis-meso-(3-bromophenyl)-porphyrinato-ligand) are synthesized for the first time with 43% and 36% yield. The applicability of the previously developed selective one-step synthetic approach for the preparation of the mentioned complexes is demonstrated and the limitations, determined by meta-substitution of meso-aryl-fragments, are revealed. The spectral features of the obtained complexes is determined by means of UV-vis and NMR spectroscopy. The hindered rotation of porphyrin meso-substituents in the obtained complexes and formation of statistical set of atropisomers are demonstrated.

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