A Study of the Interaction between Cucurbit[7]uril and Alkyl Substituted 4-Pyrrolidinopyridinium Salts

The interaction between cucurbit[7]uril (Q[7]) and a series of 4-pyrrolidinopyridinium salts bearing aliphatic substituents at the pyridinium nitrogen, namely 4-(C4H8N)C5H5NRBr, where R = H (C0), Et (C2), n-butyl (C4), n-hexyl (C6), has been studied in aqueous solution by 1H NMR spectroscopy, electronic absorption spectroscopy, and mass spectrometry.

Impact of Degree of Hydrophilicity of Pyridinium Bromide Derivatives on HCl Pickling of X-60 Mild Steel: Experimental and Theoretical Evaluations

Dodecyl pyridinium bromide (DDPB), tetradecyl pyridinium bromide (TDPB) and dodecyl 1,1′-bispyridinium dibromide (DDBPB) were successfully synthesized, characterized and evaluated for HCl pickling of X-60 low carbon steel. Order of corrosion inhibitions efficiencies, as revealed by both electrochemical and gravimetric studies, is TDPB > DDPB > DDBPB. The degree of hydrophilicity of inhibitors as predicted by a partition coefficient (Log P) and supported by a contact angle measurement was found to be responsible for their order of corrosion inhibition efficiencies. Adsorption of DDPB, TDPB, and DDBPB through the pyridinium nitrogen on mild steel surface was confirmed by ATR-FTIR and SEM-EDX analyses. The pyridinium nitrogen was found not to be the only factor responsible for their efficiency, but hydrophobes and the orientation of the hydrophilic ring were responsible, which incline to the deviation of experimental results and the order of Monte Carlo simulation adsorption energies. DDPB, TDPB, and DDBPB obey the Langmuir isotherm model despite major contributions of the film formed on the surface of X-60 mild steel on their overall inhibition corrosion resistance.

Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents

The development of intermolecular alkene aminopyridylation has great potential for quickly increasing molecular complexity with two valuable groups. Here we report a strategy for the photocatalytic aminopyridylation of alkenes using a variety of N-aminopyridinium salts as both aminating and pyridylating reagents. Using Eosin Y as a photocatalyst, amino and pyridyl groups are simultaneously incorporated into alkenes, affording synthetically useful aminoethyl pyridine derivatives under mild reaction conditions. Remarkably, the C4-regioselectivity in radical trapping with N-aminopyridinium salt can be controlled by electrostatic interaction between the pyridinium nitrogen and sulfonyl group of β-amino radical. This transformation is characterized by a broad substrate scope, good functional group compatibility, and the utility of this transformation was further demonstrated by late-stage functionalization of complex biorelevant molecules. Combining experiments and DFT calculations on the mechanism of the reaction is investigated to propose a complete mechanism and regioselectivity.

Alkyl substituted 4-pyrrolidinopyridinium salts encapsulated in the cavity of cucurbit[10]uril

The interaction between cucuribit[10]uril (Q[10]) and a series of 4-pyrrolidinopyridinium salts bearing aliphatic substituents at the pyridinium nitrogen, namely 4-(C4H8N)C5H5NRBr, where R = Et (g1), n-butyl (g2), n-pentyl (g3), n-hexyl (g4), n-octyl (g5), n-dodecyl (g6), has been studied in aqueous solution by 1H NMR spectroscopy, electronic absorption spectroscopy and mass spectrometry.

Notizen: Polysulfonylamine, XIX [1] / Kristallstruktur von (1-AcetyI-4-dimethylaminopyridinium)-dimesylamid bei –90 °C / Polysulfonylamines, XIX Crystal Structure of 1-Acetyl-4-dimethylaminopyridinium Dimesylamide at –90 °C

The crystal structure of the title compound was determined at —90 °C. It crystallizes in space group PĪ with a = 772.3(2), b = 1071.2(3), c = 1090.4(4) pm, α = 62.65(2), β = 82.71(2), γ = 71.42(2)° and Z = 2. The final R value was 0.031 for 2368 unique observed reflections. The presence of ion pairs in the solid state is observed, with short contacts of 290 pm between the pyridinium nitrogen and an oxygen of the anion. An analysis of the bond lengths suggests that the resonance form with a double bond to the nitrogen of the dimethylamino group and two localized double bonds in the ring, makes a larger contribution to the overall structure than in several similar pyridinium systems; the carbonyl moiety can however be regarded as containing a pure double bond.