Seminar by Prof. Ashutosh V. Bedekar, The Maharaja Sayajirao University of Baroda on "Development of small organic molecules for molecular recognition of chiral analytes by spectroscopic techniques"

21 Aug 2023
Seminar Room # 350, second floor annex

Speaker: Prof. Ashutosh V. Bedekar
Department of Chemistry, Faculty of Science
The Maharaja Sayajirao University of Baroda
Vadodara 390 002

Title: "Development of small organic molecules for molecular
recognition of chiral analytes by spectroscopic
techniques".

Day and Date: Monday, August 21, 2023

Time: 2.30 pm.

Venue: Seminar room, room no. 350, Chemistry Department
(second floor, Annex)

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Hosted by Prof. Rodney A. Fernandes

Talk Title : "Development of small organic molecules for molecular recognition of chiral analytes by spectroscopic techniques".
Abstract
The importance of chiral compounds in different branches of science is now a well-documented fact. Moreover, the specific property and activity of such molecules is linked to the chiral information. Often the specific property also depends on a certain chiral description. Hence, it is important to establish the optical purity of synthesized compounds. Many techniques are employed, such as comparison of their specific optical rotation, analysis by Gas Chromatography or HPLC on chiral phase stationary columns, spectral analysis of their diastereomeric derivatives etc., some of them have considerable limitations. The nuclear magnetic resonance spectroscopy (NMR) is now an established technique of analysis and its availability in most of the institutions. The H-NMR or C-NMR of enantiomers is usually identical and hence can not be utilized for determination of isomer ratio. The diastereomers, however, may show different set of signals and some of them can be used to determine ratio. The enantiomeric mixture of analyte can be converted to diastereomers by attaching optically pure auxiliary prior to the NMR analysis or can be temporarily converted to diastereomers by mixing with suitable reagents in the NMR tube. The latter type could be lanthanide based chiral shift reagents or small organic compounds which can bind with analytes by various supramolecular interactions and convert to diastereomers during the NMR analysis. The chiral solvating agents (CSA) are designed in such a way as to effect specific supramolecular interactions to bind well with chiral analyte. We have developed several small organic chiral molecules and screened them as CSAs and studied their efficacy to discriminate signals of optically active analytes by NMR or other spectroscopic means.