Frontispiece: Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy of Functional Groups

2017 ◽  
Vol 23 (14) ◽  
Author(s):  
Sergey Z. Vatsadze ◽  
Yulia D. Loginova ◽  
Gabriel dos Passos Gomes ◽  
Igor V. Alabugin
Keyword(s):  
Functional Groups ◽  
Donor Acceptor

(3+2)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiocyanate: A Facile and Efficient Synthesis of 2-Amino-4,5-dihydrothiophenes

Synlett ◽  
2021 ◽  
Author(s):  
Daniel B. Werz ◽  
Anu Jacob ◽  
Philip Barkawitz ◽  
Ivan A. Andreev ◽  
Nina K. Ratmanova ◽  
...  
Keyword(s):  
Functional Groups ◽  
Ammonium Thiocyanate ◽  
Efficient Synthesis ◽  
Donor Acceptor ◽  
Efficient Route

AbstractAn easy and efficient route to obtain 2-amino-4,5-dihydrothiophenes is presented. A formal (3+2)-cycloaddition of donor–acceptor cyclopropanes and ammonium thiocyanate catalyzed by Yb(OTf)3 delivers the desired products in good to excellent yields. A broad range of functional groups is tolerated during this process.

scholarly journals Copper-Catalyzed Insertion of Diazo Compounds into Vinyl Hypervalent Iodine Reagents to Generate Allylic Esters

2019 ◽  
Author(s):  
Guillaume Pisella ◽  
Alec Gagnebin ◽  
Jerome Waser
Keyword(s):  
Functional Groups ◽  
Allylic Alcohol ◽  
Diazo Compounds ◽  
Hypervalent Iodine ◽  
Aryl Iodide ◽  
Broad Scope ◽  
Donor And Acceptor ◽  
Leaving Group ◽  
Donor Acceptor ◽  
Allylic Esters

An unprecedented copper(I)-catalyzed vinylation of (donor)-acceptor diazo compounds with VinylBenziodoXolone reagents (VBX) as partners is reported. The transformation tolerates variation of both donor- and acceptor substituents on the diazo compounds, delivering the corresponding benzoylated allylic alcohol products in good to excellent yields. Through the development of a protocol for the synthesis of functionalized alkanes-, dienes- and enynes-substituted VBX reagents, a broad scope of substituents on the alkene could be accessed. The obtained products contain synthetically versatile functional groups, such as an aryl iodide, an ester and an allylic leaving group, enabling selective further modification.

scholarly journals Copper-Catalyzed Insertion of Diazo Compounds into Vinyl Hypervalent Iodine Reagents to Generate Allylic Esters

2019 ◽  
Author(s):  
Guillaume Pisella ◽  
Alec Gagnebin ◽  
Jerome Waser
Keyword(s):  
Functional Groups ◽  
Allylic Alcohol ◽  
Diazo Compounds ◽  
Hypervalent Iodine ◽  
Aryl Iodide ◽  
Broad Scope ◽  
Donor And Acceptor ◽  
Leaving Group ◽  
Donor Acceptor ◽  
Allylic Esters

An unprecedented copper(I)-catalyzed vinylation of (donor)-acceptor diazo compounds with VinylBenziodoXolone reagents (VBX) as partners is reported. The transformation tolerates variation of both donor- and acceptor substituents on the diazo compounds, delivering the corresponding benzoylated allylic alcohol products in good to excellent yields. Through the development of a protocol for the synthesis of functionalized alkanes-, dienes- and enynes-substituted VBX reagents, a broad scope of substituents on the alkene could be accessed. The obtained products contain synthetically versatile functional groups, such as an aryl iodide, an ester and an allylic leaving group, enabling selective further modification.

Effects of pairwise, donor–acceptor functional groups on polymer solubility, solution viscosity and mist control

Polymer ◽  
2009 ◽  
Vol 50 (26) ◽  
pp. 6323-6330 ◽  
Author(s):  
R.L. Ameri David ◽  
Ming-Hsin Wei ◽  
Julia A. Kornfield
Keyword(s):  
Functional Groups ◽  
Solution Viscosity ◽  
Polymer Solubility ◽  
Donor Acceptor

scholarly journals Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy of Functional Groups

2016 ◽  
Vol 23 (14) ◽  
pp. 3225-3245 ◽  
Author(s):  
Sergey Z. Vatsadze ◽  
Yulia D. Loginova ◽  
Gabriel dos Passos Gomes ◽  
Igor V. Alabugin
Keyword(s):  
Functional Groups ◽  
Donor Acceptor

Fluorescence Quenching of CdTe Quantum Dots with Co (III) Complexes via Electrostatic Assembly Formation

2018 ◽  
Vol 232 (9-11) ◽  
pp. 1413-1430 ◽  
Author(s):  
Anuushka Pal ◽  
Bhawna Arora ◽  
Diksha Rani ◽  
Sumit Srivastava ◽  
Rajeev Gupta ◽  
...  
Keyword(s):  
Functional Groups ◽  
Electrostatic Interactions ◽  
Time Resolved ◽  
Potential Measurement ◽  
Electrostatic Assembly ◽  
Cdte Qds ◽  
Salt Addition ◽  
Carboxylic Groups ◽  
Donor Acceptor ◽  
Positively Charged

Abstract The photoluminescence quenching of CdTe QDs in the presence of three different Co (III)-complexes is studied to elucidate the role of interactions between functional groups of positively charged cysteamine capped CdTe QDs and negatively charged Co (III) complexes bearing carboxylic groups. The steady state and time resolved spectroscopy has been used to investigate the mechanism of quenching. After detailed analysis, it is concluded that quenching is contributed by both static as well as dynamic processes. The static contribution has been assigned to the electrostatic assembly formation via ionic interactions between the amine functional groups of positively charged cysteamine capped CdTe QDs and carboxylic acid groups of negatively charged complexes. The electrostatic interactions were confirmed by zeta potential measurement as well as from effect of salt addition. These studies have implications in designing donor/acceptor pairs having complementary functional groups for efficient optoelectronic devices or photocatalytic systems.

scholarly journals Nanostructured surfaces by supramolecular self-assembly of linear oligosilsesquioxanes with biocompatible side groups

2015 ◽  
Vol 6 ◽  
pp. 2377-2387 ◽  
Author(s):  
Maria Nowacka ◽  
Anna Kowalewska ◽  
Tomasz Makowski
Keyword(s):  
Functional Groups ◽  
Self Assembly ◽  
Dip Coating ◽  
Nanostructured Surfaces ◽  
Force Microscopy ◽  
Angle Measurements ◽  
Atomic Force ◽  
Cysteine Hydrochloride ◽  
Carboxylic Groups ◽  
Donor Acceptor

Linear oligomeric silsesquioxanes with polar side moieties (e.g., carboxylic groups and derivatives of N-acetylcysteine, cysteine hydrochloride or glutathione) can form specific, self-assembled nanostructures when deposited on mica by dip coating. The mechanism of adsorption is based on molecule-to-substrate interactions between carboxylic groups and mica. Intermolecular cross-linking by hydrogen bonds was also observed due to the donor–acceptor character of the functional groups. The texture of supramolecular nanostructures formed by the studied materials on mica was analysed with atomic force microscopy and their specific surface energy was estimated by contact angle measurements. Significant differences in the surface roughness, thickness and the arrangement of macromolecules were noted depending on the kind of functional groups on the side chains. Specific changes in the morphology of the surface layer were observed when mica was primed with a monolayer of small organic compounds (e.g., N-acetylcysteine, citric acid, thioglycolic or acid). The adsorption of both silsesquioxane oligomers and organic primers was confirmed with attenuated total reflectance infrared spectroscopy. The observed physiochemical and textural variations in the adsorbed materials correlate with the differences in the chemical structure of the applied oligomers and primers.

scholarly journals A theoretical approach on the ability of functionalized gold nanoparticles for detection of Cd2+

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mohammad Khavani ◽  
Aliyeh Mehranfar ◽  
Mohammad Izadyar
Keyword(s):  
Gold Nanoparticles ◽  
Metal Ions ◽  
Functional Groups ◽  
Electrostatic Interactions ◽  
Density Functional ◽  
Md Simulations ◽  
Orbital Interactions ◽  
Donor Acceptor ◽  
The Stability ◽  
Functionalized Aunps

AbstractCadmium (Cd) as a toxic element that is widely present in water, soil, and air has important effects on human health, therefore proposing an accurate and selective method for detection of this element is of importance. In this article, by employing full atomistic molecular dynamics (MD) simulations and density functional theory dispersion corrected (DFT-D3) calculations, the effects of 6-mercaptonicotinic acid (MNA) and l-cysteine (CYS) on the stability of gold nanoparticles (AuNPs) and their sensitivity against Cd2+ were investigated. The obtained results indicate that pure AuNPs are not stable in water, while functionalized AuNPs with CYS and MNA groups have considerable stability without aggregation. In other words, the functional groups on the surface of AuNPs elevate their resistance against aggregation by an increase in the repulsive interactions between the gold nanoparticles. Moreover, functionalized AuNPs have considerable ability for selective detection of Cd2+ in the presence of different metal ions. Based on the MD simulation results, MNA-CYS-AuNPs (functionalized AuNPs with both functional groups) have the maximum sensitivity against Cd2+ in comparison with MNA-AuNPs and CYS-AuNPs due to the strong electrostatic interactions. DFT-D3 calculations reveal that the most probable interactions between the metal ions and functional groups are electrostatic, and Cd2+ can aggregate functionalized AuNPs due to strong electrostatic interactions with MNA and CYS groups. Moreover, charge transfer and donor–acceptor analyses show that molecular orbital interactions between the functional groups and Cd2+ can be considered as the driving force for AuNPs aggregation. A good agreement between the theoretical results and experimental data confirms the importance of the molecular modeling methods as a fast scientific protocol for designing new functionalized nanoparticles for application in different fields.

Facile Synthesis of Thiazole, Thiazine and Isoindole Derivatives via EDA Approach and Conventional Methods

2013 ◽  
Vol 68 (8) ◽  
pp. 905-912 ◽  
Author(s):  
Kamal M. El-Shaieb ◽  
Mohamed A. Ameen ◽  
Fathy F. Abdel-latif ◽  
Asmaa H. Mohamed
Keyword(s):  
Spectral Data ◽  
Functional Groups ◽  
Electron Donor ◽  
Dimethyl Acetylenedicarboxylate ◽  
Facile Synthesis ◽  
Reaction Proceeds ◽  
Mechanisms Of Formation ◽  
Donor Acceptor ◽  
Conventional Methods

The reactivity of N-amidinothiourea (1) as an electron donor towards several electron-accepting functional groups via electron-donor-acceptor (EDA) interaction has been studied. Thus on treatment of 1 with either 1,1,2,2-tetracyanoethylene (TCNE, 2), 2,3-dicyano-1,4-naphthoquinone (DCNQ, 4), 2,3,5,6-tetrabromo-1,4-benzoquinone (BHL-p, 6), 2,3-dichloro-1,4-naphthoquinone (DCHNQ, 8), 2,3,5,6-tetrachloro-1,4-benzoquinone (CHL-p, 13), 2,3-dicyano-5,6-dichloro-1,4- benzoquinone (DDQ, 15), 2-dicyanomethyleneindan-1,3-dione (CNIND, 17), 2-(2-oxoindolin-3- ylidene)malononitrile (19), and/or dimethyl acetylenedicarboxylate (DMAD, 21), the reaction proceeds to give thiazole and thiazine derivatives, respectively. However, isoindole derivatives 24 and 26 were formed on heating of 1 with either tetrabromophthalic anhydride and=or o-phthalaldehyde, respectively. The products were fully characterized according to their spectral data. The mechanisms of formation of the products have been rationalized.

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