Chiral Recognition of 2-Alkylalcohols with Magnetic Circular Dichroism Measurement of Porphyrin J-Aggregate on Silica Gel Plate

Abstract

Simple chiral recognition method of 2-alkylalcohols on a silica gel plate was proposed by using the induced circular dichroism (ICD) of J-aggregates of diprotonated tetraphenylporphyrin and magnetic circular dichroism (MCD) spectrometry. To the silica gel on a glass slide including a chiral 2-alkylalcohol and 4 M sulfuric acid, the porphyrin in toluene was added and mixed. Then, the glass slide was used for in situ MCD measurement. The observed ICD spectra could recognize well the chirality of the alcohols and the ICD intensity normalized by the MCD intensity of the J-aggregate correlated linearly to the amount of the chiral alcohols in the silica gel.

A Chirality/Light Dual‐Responsive Calixarene‐Functionalized Gold Surface for the Separation of Naproxen Enantiomers

“…However, recognition of the chiral drugs with the photo‐responsive system were usually focused only on the molecular level, while macroscopic recognition of drugs with the photo‐responsive system is a challenging task . Even though such a challenge can be overcome by designing a system that can form an effect of enantioselective host‐guest complex with the drug molecule .…”

“…[14][15][16][17][18] Certain chromophores, such as spiropyran, azobenzene and diarylethene are well known molecular switches, which can be well utilized to develop photo-responsive chiral supramolecular systems. [19][20][21][22][23] However, recognition of the chiral drugs with the photoresponsive system were usually focused only on the molecular level, [24][25][26][27][28][29] while macroscopic recognition of drugs with the photo-responsive system is a challenging task. [30][31] Even though such a challenge can be overcome by designing a system that can form an effect of enantioselective host-guest complex with the drug molecule.…”

Magnetic Orientational Linear Dichroism Spectra of Magnetic Nanoparticles as a Probe of the Dispersion State

“…11 The use of MCD for the chiral recognition of 2-alkylalcohols with J-aggregates of the diprotonated porphyrin has also been reported. 12 A reason why ordinary spectrophotometry was not applied to MNPs would be the fact that the absorption spectra of iron oxide MNPs do not show any characteristic maxima in UV-Vis region. In the present study, we discovered that iron oxides magnetic nanoparticles exhibit distinct magnetic orientational linear dichroism (MOLD) spectra having a maximum in the UV wavelength region, and that the MOLD spectra are sensitive to changes of the rotational motion or dispersion state, which is caused by viscosity changes of medium or the agglomeration of MNPs.…”

Accuracy of Determination of Self-Diffusion Coefficients in Studies of Porphyrin-Based Complexes by 2D DOSY

“…[12][13][14][15] Modern NMR methods play a special role in studied of formation of intermolecular complexes and associates, [16][17][18] and in identifying supramolecular assemblies. [19][20][21][22][23][24] In studies of intermolecular interactions in porphyrin complexes, a number of efficient approaches can be applied, including classical analysis of chemical shifts and relaxation times and modern two-dimensional methods such as nuclear Overhauser effect [25][26][27] and diffusion-ordered spectroscopy (DOSY). [11,13,[28][29][30][31][32][33][34] Each of them has its own strong and weak sides.…”