Chiroptical Inversion of Europium(III) Complexes by Changing a Remote Stereogenic Center of a C2-Symmetric Bispyrrolidinoindoline Manifold was written by Taniguchi, Tomoaki;Tsubouchi, Akira;Imai, Yuki;Yuasa, Junpei;Oguri, Hiroki. And the article was included in Journal of Organic Chemistry in 2018.HPLC of Formula: 122637-39-2 This article mentions the following:
As an effort to integrate natural products chem. and coordination chem., a diastereomeric pair of chiral alkaloidal manifolds composed of a bispyrrolidinoindoline (BPI) framework was designed and synthesized to generate luminescent EuIII complexes with switchable chiroptical properties. The C2-sym. alkaloidal manifolds were linked with bis(benzimidazolyl)pyridine (BBIPy) as an achiral metal-binding component through substituents installed at the stereogenic 2/2′ positions of the BPI manifolds. The resulting diastereomeric pair of ligands, syn-L1 and anti-L2, allow pseudomirror sym. presentation of the metal-binding BBIPy units due to the stereogenic centers on the alkaloidal manifold. The ligand syn-L1 induces intramol. coordination to form the 1:1 complex EuIII(syn-L1) composed of a single stranded metal helicate which exhibits a neg. split Cotton effect. In contrast, the ligand anti-L2 led to a supramol. assembly comprising the 2:2 complex EuIII2(anti-L2)2 consisting of a bimetallic double-stranded helicate which shows a pos. split Cotton effect. Thus, the sp3 stereogenic centers in the BPI manifolds play pivotal roles in controlling both metal-ligand equilibrium and chirality-switching of luminescent EuIII complexes. This approach, which exploits diastereomeric natural product-based manifolds, provides a relatively unexplored means for diversifying metal coordination modes and for controlling the chiroptical properties of the resultant luminescent lanthanoid complexes. In the experiment, the researchers used many compounds, for example, 6-Acetylpicolinic acid (cas: 122637-39-2HPLC of Formula: 122637-39-2).
6-Acetylpicolinic acid (cas: 122637-39-2) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. HPLC of Formula: 122637-39-2