Diels–Alder reactions of N-tosylpirroles developed in protic ionic liquids. Theoretical studies using DFT methods

DMCEAP and DMEOAP are composed of neutral and ionized species in the liquid phase as investigated through experimental spectroscopy and DFT calculations.

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Experimental and theoretical studies on polar Diels–Alder reactions of 1-nitronaphathalene developed in ionic liquids

RSC Advances ◽

10.1039/c3ra42042f ◽

2013 ◽

Vol 3 (33) ◽

pp. 13825 ◽

Cited By ~ 6

Author(s):

Pedro M. E. Mancini ◽

Claudia D. Della Rosa ◽

Carla M. Ormachea ◽

María N. Kneeteman ◽

Luis R. Domingo

Keyword(s):

Ionic Liquids ◽

Diels Alder ◽

Theoretical Studies ◽

Experimental And Theoretical Studies

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Diels–Alder reaction in protic ionic liquids

Tetrahedron Letters ◽

10.1016/j.tetlet.2006.03.172 ◽

2006 ◽

Vol 47 (24) ◽

pp. 4079-4083 ◽

Cited By ~ 59

Author(s):

Ewa Janus ◽

Izabela Goc-Maciejewska ◽

Marek Łożyński ◽

Juliusz Pernak

Keyword(s):

Ionic Liquids ◽

Alder Reaction ◽

Diels Alder ◽

Protic Ionic Liquids ◽

Diels Alder Reaction

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2-Nitrobenzofuran and 3-Nitrobenzofurans as dienophiles in Polar Diels-Alder Reactions. Theoretical studies using DFT Methods

10.3390/ecsoc-14-00473 ◽

2010 ◽

Author(s):

María Kneeteman ◽

Pedro Mancini ◽

Juan Sanchez ◽

Claudia Della Rosa

Keyword(s):

Diels Alder ◽

Theoretical Studies ◽

Dft Methods

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Polar Diels-Alder Reactions Under Microwave Irradiation Employing Different Heterocyclic Compounds as Electrophiles

Mini-Reviews in Organic Chemistry ◽

10.2174/1570193x15666180608083925 ◽

2019 ◽

Vol 16 (6) ◽

pp. 527-543 ◽

Cited By ~ 1

Author(s):

Pedro M.E. Mancini ◽

Carla M. Ormachea ◽

María N. Kneeteman

Keyword(s):

Organic Synthesis ◽

Heterocyclic Compounds ◽

Ionic Conduction ◽

Theoretical Calculations ◽

Cycloaddition Reaction ◽

Diels Alder ◽

The Other ◽

Conventional Heating ◽

Protic Ionic Liquids ◽

Solvent Free Conditions

During the last twenty years, our research group has been working with aromatic nitrosubstituted compounds acting as electrophiles in Polar Diels-Alder (P-DA) reactions with different dienes of diverse nucleophilicity. In this type of reaction, after the cycloaddition reaction, the nitrated compounds obtained as the [4+2] cycloadducts suffer cis-extrusion with the loss of nitrous acid and a subsequent aromatization. In this form, the reaction results are irreversible. On the other hand, the microwave-assisted controlled heating become a powerful tool in organic synthesis as it makes the reaction mixture undergo heating by a combination of thermal effects, dipolar polarization and ionic conduction. As the Diels-Alder (D-A) reaction is one of the most important process in organic synthesis, the microwave (MW) irradiation was applied instead of conventional heating, and this resulted in better yields and shorter reaction times. Several substituted heterocyclic compounds were used as electrophiles and different dienes as nucleophiles. Two experimental situations are involved: one in the presence of Protic Ionic Liquids (PILs) as solvent and the other under solvent-free conditions. The analysis is based on experimental data and theoretical calculations.

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DFT Study on the Chemical Absorption Mechanism of CO2 in Diamino Protic Ionic Liquids

The Journal of Physical Chemistry B ◽

10.1021/acs.jpcb.0c08500 ◽

2021 ◽

Vol 125 (5) ◽

pp. 1416-1428

Author(s):

Jing Ma ◽

Yutong Wang ◽

Xueqing Yang ◽

Mingxuan Zhu ◽

Baohe Wang

Keyword(s):

Ionic Liquids ◽

Dft Study ◽

Protic Ionic Liquids ◽

Absorption Mechanism ◽

Chemical Absorption

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The Synthesis of Poly(Vinyl Alcohol) Grafted with Fluorinated Protic Ionic Liquids Containing Sulfo Functional Groups

Molecules ◽

10.3390/molecules26144158 ◽

2021 ◽

Vol 26 (14) ◽

pp. 4158

Author(s):

Patrycja Glińska ◽

Andrzej Wolan ◽

Wojciech Kujawski ◽

Edyta Rynkowska ◽

Joanna Kujawa

Keyword(s):

Ionic Liquids ◽

Vinyl Alcohol ◽

Proton Exchange ◽

Polymer Materials ◽

Polymerization Reaction ◽

Poly Vinyl Alcohol ◽

Hydroxyl Groups ◽

Protic Ionic Liquids ◽

Synthesis Route ◽

Sulfo Groups

There has been an ongoing need to develop polymer materials with increased performance as proton exchange membranes (PEMs) for middle- and high-temperature fuel cells. Poly(vinyl alcohol) (PVA) is a highly hydrophilic and chemically stable polymer bearing hydroxyl groups, which can be further altered. Protic ionic liquids (proticILs) have been found to be an effective modifying polymer agent used as a proton carrier providing PEMs’ desirable proton conductivity at high temperatures and under anhydrous conditions. In this study, the novel synthesis route of PVA grafted with fluorinated protic ionic liquids bearing sulfo groups (–SO3H) was elaborated. The polymer functionalization with fluorinated proticILs was achieved by the following approaches: (i) the PVA acylation and subsequent reaction with fluorinated sultones and (ii) free-radical polymerization reaction of vinyl acetate derivatives modified with 1-methylimidazole and sultones. These modifications resulted in the PVA being chemically modified with ionic liquids of protic character. The successfully grafted PVA has been characterized using 1H, 19F, and 13C-NMR and FTIR-ATR. The presented synthesis route is a novel approach to PVA functionalization with imidazole-based fluorinated ionic liquids with sulfo groups.

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