Conformational Mapping, Interactions, and Fluorine Impact by Combined Spectroscopic Approaches and Quantum Chemical Calculations

by Ms. Noga Saban

Ben-Gurion University of the Negev

at Quantum optics seminar

Wed, 11 Sep 2024, 16:00
Zoom Only

Abstract

Zoom link: https://us02web.zoom.us/j/81926737909?pwd=jSiiFoK4LFdOeoJrSVBHla2ZrMNJHg.1

This is a student seminar.

Abstract:
Noncovalent interactions and their careful variation can be crucial in understanding
molecular structures, conformational topographies, and properties. Here, we examine the
fluorination impact on the structure and conformational behavior of 2-(2-fluorophenyl)ethyl
alcohol (2-FPEAL) by monitoring the first individual ionization-loss-stimulated Raman spectra
of the jet-cooled molecule [1]. The comparison of two different broad-range spectra and predicted
equivalents discloses two distinct structures. One possesses a folded side chain (gauche) and
the other an extended chain (anti) with the terminal hydrogen atom pointing opposite or toward
the fluorine side, indicating the improper previous tentative assignment of the latter. These
conformers resemble and differ from the nonfluorinated analog structures. Theoretical analyses
reveal interconversion pathways of 2-FPEAL conformers during expansion and the delicate
balance between attractive (C−H⋯F and O−H⋯π) and repulsive interactions. These findings
suggest that the relative energies of conformers are not always the key factors determining their
appearance and exhibit the achievements of our unique integrated approach and specifically its
potential for overcoming future structural challenges.
1. R. Rahimi*, N. Saban*, and I. Bar, J. Phys. Chem. Lett. 2024, 15, 3658−3667.
*R.R and N.S contributed equally to this work

Created on 08-09-2024 by Folman, Ron (folman)
Updaded on 08-09-2024 by Folman, Ron (folman)