Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 16, Pages 4156-4164Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200801920
Keywords
halogen bonding; nitroxides; noncovalent interactions; organic spin systems; radicals
Categories
Funding
- Australian Research Council
Ask authors/readers for more resources
The isoindoline nitroxide 1,1,3,3-tetramethylisoindolin-2-yloxyl (TMIO) and 1,4-diiodotetrafluorobenzene readily form a discrete 2:1 complex that shows evidence of relatively strong N-O-center dot center dot center dot center dot I halogen bonding. This interaction was characterized in the solid state by single-crystal X-ray analysis, thermal analysis, and vibrational spectroscopy (IR and Raman), backed by density functional theory calculations. EPR spectroscopy performed on a solution of TMIO in pentafluoroiodobenzene, a halogen-bonding donor, indicates that halogen bonding induces an increase in electron density at the nitroxide nitrogen nucleus and an increase in the nitroxide rotational correlation time. Our findings demonstrate the potential of utilizing halogen-bonding interactions to promote the self-assembly of new isoindoline nitroxide tectons for the preparation of organic spin systems.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available