Halogen Bonding in Dithiane/Iodofluorobenzene Mixtures: A New Class of Hydrophobic Deep Eutectic Solvents
Abstract
While research into deep eutectic solvents (DESs) has expanded over the previous two decades, the focus has remained on the utilization of hydrogen bond donors in these systems. Additionally, the majority of the known DESs rely on at least one ionic component. Through the combination of 1,3‐dithiane and 1,2‐diiodo‐3,4,5,6‐tetrafluorobenzene (1,2‐F4DIB), we report the first known DES based on halogen bonding. This mixture remains a liquid, with a eutectic melting temperature of 13.7 °C over a range of 1,3‐dithiane mole fraction (0.35 to 0.75). Additionally, cocrystals of 1,3‐ and 1,4‐dithiane with 1,2‐, 1,3‐, and 1,4‐F4DIB, as well as 1,3,5‐trifluoro‐2,4,6‐triiodobenzene were studied via single‐crystal X‐ray diffraction. These data reveal a wide range of halogen bonding strengths (0.85RXBRXB=normalized halogen bond distance parameter) and geometries about the sulfur atom. By including intermolecular interactions beyond hydrogen bonding, the scope of possible DES systems can be greatly expanded.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Sep 12, 2021
- Source ID
- 10.1002/ange.202110520
Entities
People
- Andrew J Peloquin
- Colin D McMillen
- Jena McCollum
- William T. Pennington
Organizations
- Air Force Institute of Technology
- Air Force Office of Scientific Research
- Clemson University