Hi
I have a 4+ charged aromatic macrocyclic dimer which is soluble in DMSO, ACN and other polar solvents.
I have interesting phenomena in DMSO-d6 and ACN-d3. In DMSO d6, my aromatic proton comes at 8.47 ppm while in ACN-d3 it comes at 8.67 ppm. We alll know that it could be related to solvent change; however, I have model monomeric compound, in which this kind of shift of aroomatic peak is not there.
What I suspect is the macrocycle opens its cavity size and behaves as monomeric model, in which I proved with UV-Vis and fluorescence experiments with acetonitrile.
So, what could be the reason for that kind of behavior in acetonitrile ?
Thank your for your answers in advance.
Tankut Türel in my opinion this can just be called a typical "solvent effect" because the difference in chemical shift of 0.2 ppm is rather small. As you have a cationic molecule, both solvents could perhaps coordinate to it through hydrogen bonds. When you talk about a "cavity" in your molecule, chances are that the slim acetonitrile can get into the cavity, while the larger DMSO-d6 can not.
- Badges
- Science topic