Synthesis and Properties of Novel Chiral Ionic Liquids from L-Proline

2008 ◽  
Vol 61 (7) ◽  
pp. 521 ◽  
Author(s):  
Hong-Shuai Gao ◽  
Zhi-Guo Hu ◽  
Jian-Ji Wang ◽  
Zhao-Fa Qiu ◽  
Feng-Qiu Fan
Keyword(s):  
Ionic Liquids ◽  
Melting Point ◽  
Thermal Degradation ◽  
Physical Properties ◽  
Chiral Recognition ◽  
Specific Rotation ◽  
Acid Salt ◽  
Chiral Ionic Liquids ◽  
Potential Use ◽  
Mosher’S Acid

A novel class of chiral ionic liquids with chiral cations directly derived from natural l-proline has been synthesized and their physical properties such as melting point, thermal degradation, and specific rotation have been characterized. Further, their potential use in chiral recognition was demonstrated by studying interactions with racemic Mosher’s acid salt.

A remarkable chiral recognition of racemic Mosher's acid salt by naturally derived chiral ionic liquids using 19F NMR spectroscopy

RSC Advances ◽  
2016 ◽  
Vol 6 (46) ◽  
pp. 39758-39761 ◽  
Author(s):  
R. Jayachandra ◽  
Sabbasani Rajasekhara Reddy
Keyword(s):  
Ionic Liquids ◽  
Nmr Spectroscopy ◽  
Chiral Recognition ◽  
19F Nmr ◽  
Acid Salt ◽  
19F Nmr Spectroscopy ◽  
Chiral Ionic Liquids ◽  
New Class ◽  
Mosher’S Acid

A new class of d-xylose derived imidazolium-based chiral ionic liquids were designed and synthesized via simple tuning approaches.

Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition

2015 ◽  
Vol 26 (18-19) ◽  
pp. 1069-1082 ◽  
Author(s):  
Maria Vasiloiu ◽  
Isabella Cervenka ◽  
Peter Gaertner ◽  
Matthias Weil ◽  
Christian Schröder ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Amino Alcohol ◽  
Chiral Recognition ◽  
Structural Investigations ◽  
Chiral Ionic Liquids

Strong Hydrogen Bonds Are Not Shielded in Ionic Liquids

2019 ◽  
Author(s):  
Teresa Naranjo ◽  
Rubén Álvarez-Asencio ◽  
Patricia Pedraz ◽  
Belén Nieto-Ortega ◽  
Enrique Burzurí ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Melting Point ◽  
Hydrogen Bonds ◽  
Physical Properties ◽  
Organic Solvents ◽  
Electrostatic Interactions ◽  
Room Temperature ◽  
Noncovalent Interactions ◽  
Binding Constants ◽  
Information Storage

Hydrogen bonds are arguably the most important of noncovalent interactions. The physical properties of water and the information storage in DNA depend on H-bonding, for instance. To this day, the balance between the Coulombic and covalent contributions to H-bonds is still under debate. Here, we show that H-bonded host-guest systems associate in ionic liquids, pure salts with melting point below room temperature, in which dipole-dipole electrostatic interactions should be negligible in comparison with dipole-charge interactions. Binding constants (<i>K</i><sub>a</sub>) obtained from titrations of four H-bonded host-guest systems in two organic solvents and two ionic liquids yield smaller yet comparable <i>K</i><sub>a</sub>values in ionic liquids than in organic solvents. We also detect the association event using force spectroscopy. Our results indicate that strong H-bonds are only moderately affected by surroundings composed entirely of charges, suggesting that the balance of Coulombic to covalent forces is not tipped towards the former.

Strong Hydrogen Bonds Are Not Shielded in Ionic Liquids

2019 ◽  
Author(s):  
Teresa Naranjo ◽  
Rubén Álvarez-Asencio ◽  
Patricia Pedraz ◽  
Belén Nieto-Ortega ◽  
Enrique Burzurí ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Melting Point ◽  
Hydrogen Bonds ◽  
Physical Properties ◽  
Organic Solvents ◽  
Electrostatic Interactions ◽  
Room Temperature ◽  
Noncovalent Interactions ◽  
Binding Constants ◽  
Information Storage

Hydrogen bonds are arguably the most important of noncovalent interactions. The physical properties of water and the information storage in DNA depend on H-bonding, for instance. To this day, the balance between the Coulombic and covalent contributions to H-bonds is still under debate. Here, we show that H-bonded host-guest systems associate in ionic liquids, pure salts with melting point below room temperature, in which dipole-dipole electrostatic interactions should be negligible in comparison with dipole-charge interactions. Binding constants (<i>K</i><sub>a</sub>) obtained from titrations of four H-bonded host-guest systems in two organic solvents and two ionic liquids yield smaller yet comparable <i>K</i><sub>a</sub>values in ionic liquids than in organic solvents. We also detect the association event using force spectroscopy. Our results indicate that strong H-bonds are only moderately affected by surroundings composed entirely of charges, suggesting that the balance of Coulombic to covalent forces is not tipped towards the former.

Chiral ionic liquids based on nicotine for the chiral recognition of carboxylic acids

2013 ◽  
Vol 24 (18) ◽  
pp. 1127-1133 ◽  
Author(s):  
Tatjana Heckel ◽  
Andreas Winkel ◽  
René Wilhelm
Keyword(s):  
Ionic Liquids ◽  
Carboxylic Acids ◽  
Chiral Recognition ◽  
Chiral Ionic Liquids

Chiral ionic liquids, a renewal for the chemistry of chiral solvents? Design, synthesis and applications for chiral recognition and asymmetric synthesis

2005 ◽  
Vol 16 (24) ◽  
pp. 3921-3945 ◽  
Author(s):  
Christine Baudequin ◽  
Delphine Brégeon ◽  
Jocelyne Levillain ◽  
Frédéric Guillen ◽  
Jean-Christophe Plaquevent ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Asymmetric Synthesis ◽  
Chiral Recognition ◽  
Design Synthesis ◽  
Chiral Ionic Liquids

scholarly journals Supramolecular interaction of non-racemic benzimidazolium based ion pairs with chiral substrates

2018 ◽  
Vol 20 (32) ◽  
pp. 20821-20826 ◽  
Author(s):  
Salma Mumtaz ◽  
Israel Cano ◽  
Nargis Mumtaz ◽  
Ahmed Abbas ◽  
Jairton Dupont ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Chiral Recognition ◽  
Ion Pairs ◽  
Supramolecular Interactions ◽  
Supramolecular Interaction ◽  
Mosher’S Acid ◽  
Acid Salts

Benzimidazolium-based non-racemic ionic liquids as chiral recognition agents showed supramolecular interactions between H–C2 of cation and racemic Mosher's acid salts.

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