Synthesis and characterization of a novel long-alkyl-chain ester-substituted benzimidazole gelator and its octan-1-ol solvate

2017 ◽  
Vol 73 (4) ◽  
pp. 350-356 ◽  
Author(s):  
H. Cristina Geiger ◽  
Patricia L. Zick ◽  
William R. Roberts ◽  
David K. Geiger
Keyword(s):  
Hydrogen Bonds ◽  
Surface Coverage ◽  
Alkyl Chain ◽  
Benzimidazole Derivative ◽  
Aromatic Rings ◽  
Alkyl Chains ◽  
Solvent Molecules ◽  
Chain Ester ◽  
Long Alkyl Chain

The synthesis of a novel benzimidazole derivative with a long-chain-ester substituent, namely methyl 8-[4-(1H-benzimidazol-2-yl)phenoxy]octanoate, (3), is reported. Ester (3) shows evidence of aggregation in solution and weak gelation ability with toluene. The octan-1-ol solvate, methyl 8-[4-(1H-benzimidazol-2-yl)phenoxy]octanoate octan-1-ol monosolvate, C22H26N2O3·C8H18O, (4), exhibits a four-molecule hydrogen-bonded motif in the solid state, with N—H...O hydrogen bonds between benzimidazole molecules and O—H...N hydrogen bonds between the octan-1-ol solvent molecules and the benzimidazole unit. The alkyl chains of the ester and the octan-1-ol molecules are in unfolded conformations. The phenylene ring is canted by 10.27 (6)° from the plane of the benzimidazole ring system. H...C contacts make up 20.7% of the Hirshfeld surface coverage. Weak C—H...π interactions involving the benzimidazole alkyl chain and three aromatic rings are observed.

scholarly journals Thermal stability of imidazolium-based ionic liquids

2016 ◽  
Vol 4 (1) ◽  
pp. 51-64 ◽  
Author(s):  
Léa Chancelier ◽  
Olivier Boyron ◽  
Thibaut Gutel ◽  
Catherine Santini
Keyword(s):  
Thermal Stability ◽  
Ionic Liquids ◽  
Hydrogen Bonds ◽  
Alkyl Chain ◽  
Alkyl Chain Length ◽  
Van Der Waals Interactions ◽  
Alkyl Chains ◽  
Coulombic Interactions ◽  
The Impact ◽  
Thermal Stability Of

This work highlights the factors tuning the thermal stability of imidazolium-based ionic liquids (IL) associated to bis(trifluoromethanesulfonyl)imide anion [NTf2]. The decomposition temperatures (Td) were evaluated by thermogravimetric analyses (TGA) with optimized parameters to obtain reproducible Td. The impact of the alkyl chain length and of the presence of functional groups and unsaturations on Td were evaluated. The thermal behaviour was governed by Van der Waals interactions between alkyl chains, and by inter and intra coulombic interactions such as hydrogen bonds.

Polypyridyl iron(III) complexes containing long alkyl chains: Synthesis, characterization, DFT calculations and biological activity.

2021 ◽  
Author(s):  
Marcelo Melotti ◽  
Matheus dos Santos Sartori Paqui ◽  
Andre Luiz Amorim ◽  
Carla Peres de Paula ◽  
Marina Campos Rocha ◽  
...  
Keyword(s):  
Biological Activity ◽  
Dft Calculations ◽  
Metal Complexes ◽  
Alkyl Chain ◽  
Alkyl Chains ◽  
Polypyridyl Ligand ◽  
Iron Salts ◽  
Long Alkyl Chain

A polypyridyl ligand functionalized with a long alkyl chain (LC10) was prepared. Reaction of LC10 with selected iron salts of different stoichiometries formed two metal complexes: [Fe(LC10)(Cl)3] (1) and [Fe(LC10)2](ClO4)3...

Preparation and characterization of long alkyl chain methacrylate-based monolithic column for capillary chromatography

2007 ◽  
Vol 70 (1) ◽  
pp. 39-45 ◽  
Author(s):  
Zhengjin Jiang ◽  
Norman William Smith ◽  
Paul David Ferguson ◽  
Mark Robert Taylor
Keyword(s):  
Alkyl Chain ◽  
Monolithic Column ◽  
Capillary Chromatography ◽  
Long Alkyl Chain

Polyoxometalate-like structure of new potassium triphenylsiloxides: [K6(OSiPh3)6(C3H7OH)(H2O)]·2C6H5CH3 and [K6(OSiPh3)6(H2O)2]

2021 ◽  
Vol 77 (9) ◽  
pp. 522-528
Author(s):  
Patrycja Wytrych ◽  
Józef Utko ◽  
Tadeusz Lis ◽  
Łukasz John
Keyword(s):  
Hydrogen Bonds ◽  
Alkali Metal ◽  
Structural Characterization ◽  
Reverse Micelles ◽  
Electrostatic Interactions ◽  
Heterometallic Complexes ◽  
Aromatic Rings ◽  
Triclinic Space Group ◽  
Hydrophobic Shell

The synthesis and structural characterization of two new potassium triphenylsiloxides, namely, aqua(propan-2-ol)hexakis(triphenylsilanolato)hexapotassium toluene disolvate, [K6(C18H15OSi)6(C3H8O)(H2O)]·2C7H8, and diaquahexakis(triphenylsilanolato)hexapotassium, [K6(C18H15OSi)6(H2O)2], are reported. Both compounds crystallize in the triclinic space group P-1. The structure in each case resembles an alkali metal polyoxometalate-like structure, in which electrostatic interactions are observed in the metal–oxygen core. Furthermore, both compounds also resemble a reverse micelles-like architecture, in which the hydrophilic core is enclosed in a hydrophobic shell. The cores of the complexes are flanked by hydrophobic aromatic rings derived from Ph3SiO− anions, where intramolecular π-interactions between the aromatic rings and potassium cations stabilize the cores of the crystals. Moreover, in both structures, the presence of hydrogen bonds is observed; until now, no crystal structures have been described containing K atoms and triphenylsiloxide molecules in which the presence of hydrogen bonds was confirmed. Thus, these coordination entities could be considered as attractive reagents for further synthetic protocols towards heterometallic complexes.

Sign in / Sign up

Export Citation Format

Share Document