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 ◽  
...  

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...

2021 ◽  
Vol 10 (2) ◽  
pp. 10-15
Author(s):  
Dien Luong Xuan

Molecules exhibiting cold crystallization, an exothermic phenomenon in heating following supercooling, can be used as a heat-storing material. On the other hand, examples in non-polymers are still few. To test metal complexes as potential compounds for heat-storage materials, a salicylaldiminato-typed copper(II) complex, bis[2-[(octylimino)methyl]-1-pyrenolato-N,O] copper(II) 1(Cu), which had two different coloured forms and a characteristic long alkyl chain, exhibited complicated thermal behaviour including cold crystallization. The long alkyl chain was a steric barrier to molecular stacking, leading to the supercooled state. Besides, the two polymorphs were characterized by IR spectra studies and magnetic susceptibility.


2017 ◽  
Vol 73 (4) ◽  
pp. 350-356 ◽  
Author(s):  
H. Cristina Geiger ◽  
Patricia L. Zick ◽  
William R. Roberts ◽  
David K. Geiger

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.


Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2254 ◽  
Author(s):  
Sarka Salajkova ◽  
Marketa Benkova ◽  
Jan Marek ◽  
Radek Sleha ◽  
Lukas Prchal ◽  
...  

Nosocomial infections, which greatly increase morbidity among hospitalized patients, together with growing antibiotic resistance still encourage many researchers to search for novel antimicrobial compounds. Picolinium salts with different lengths of alkyl chains (C12, C14, C16) were prepared by Menshutkin-like reaction and evaluated with respect to their biological activity, i.e., lipophilicity and critical micellar concentration. Picolinium salts with C14 and C16 side chains achieved similar or even better results when in terms of antimicrobial efficacy than benzalkoniums; notably, their fungicidal efficiency was substantially more potent. The position of the methyl substituent on the aromatic ring does not seem to affect antimicrobial activity, in contrast to the effect of length of the N-alkyl chain. Concurrently, picolinium salts exhibited satisfactory low cytotoxicity against mammalian cells, i.e., lower than that of benzalkonium compounds, which are considered as safe.


Soft Matter ◽  
2020 ◽  
Vol 16 (4) ◽  
pp. 1029-1033 ◽  
Author(s):  
Jing-Han Hu ◽  
Zhi-Yuan Yin ◽  
Kai Gui ◽  
Qing-Qing Fu ◽  
Ying Yao ◽  
...  

A novel long-alkyl-chains functionalized supramolecular polymer gel OGC was constructed, which shows successive recognition of CN− and S2− to Fe3+ and Ag+. So, our study provided a new methods to detect deferent toxic ions via single chemosensor.


2020 ◽  
Vol 24 (04) ◽  
pp. 563-576
Author(s):  
Takahiro Nishiguchi ◽  
Kouki Sugiyama ◽  
Hiromu Nakamura ◽  
Mikio Yasutake ◽  
Kazuchika Ohta

We have synthesized a novel series of four flying-seed-like liquid crystals (1Ph-PhO)4PcM [5-M: M = Co (5-Co), Ni (5-Ni), Cu (5-Cu) and Zn (5-Zn)] which are based on a phthalocyanine core having peripheral bulky groups without long alkyl chains, in order to clarify the precise mechanism inducing their mesomorphism. For comparison, we have also synthesized a long alkyl-chain-substituted liquid crystal ([Formula: see text]C[Formula: see text]OPhO)8PcCu (7o) having the same phthalocyanine core with long alkyl chains in the periphery. Each of the derivatives 5-M and 7o showed a hexagonal ordered columnar (Colho) mesophase. Very interestingly, the halo positions in the X-ray diffraction patterns for the Colho mesophases of the flying-seed-like liquid crystals 5-M and the long alkyl-chain-substituted liquid crystal 7o were quite differently given at 5.7–6.2 Å and 4.6–4.7 Å, respectively. The halo positions of the representative derivatives 5-Cu and 7o having the same copper phthalocyanine (PcCu) core were finely measured at various temperatures by using the temperature-variable small angle X-ray diffraction technique. As the result, the derivatives 5-Cu and 7o showed sudden jumps of halo position from 5.5 to 5.7 Å and from 4.2 to 4.6 Å, respectively, at the phase transition from the crystalline phase to the liquid crystalline phase (Colho). This means that the volume changes ([Formula: see text]V) corresponding to these halo jumps originate from two different kinds of mechanisms by sudden free rotation of the bulky substituents and by sudden melting of the long alkyl chains. Thus, in this work we have unambiguously clarified these two different mechanisms inducing mesomorphism.


Author(s):  
Brigid R. Heywood ◽  
S. Champ

Recent work on the crystallisation of inorganic crystals under compressed monomolecular surfactant films has shown that two dimensional templates can be used to promote the oriented nucleation of solids. When a suitable long alkyl chain surfactant is cast on the crystallisation media a monodispersied population of crystals forms exclusively at the monolayer/solution interface. Each crystal is aligned with a specific crystallographic axis perpendicular to the plane of the monolayer suggesting that nucleation is facilitated by recognition events between the nascent inorganic solid and the organic template.For example, monolayers of the long alkyl chain surfactant, stearic acid will promote the oriented nucleation of the calcium carbonate polymorph, calcite, on the (100) face, whereas compressed monolayers of n-eicosyl sulphate will induce calcite nucleation on the (001) face, (Figure 1 & 2). An extensive program of research has confirmed the general principle that molecular recognition events at the interface (including electrostatic interactions, geometric homology, stereochemical complementarity) can be used to promote the crystal engineering process.


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