Abstract
The chemical nature of contact ion pairs and solvent-separated ion pairs from 2,3,4,6-tetra-O-methyl-α-d-mannopyranosyl triflate was investigated at the DFT(M06-2X) level of theory. Comparison of the present results to those obtained for the d-glucopyranosyl counterpart in our previous study indicated that the ion pairs from the d-mannopyranosyl triflate adopt B2,5-like conformations more preferably than those from the d-glucopyranosyl triflate. Similarly, 1,6-anhydro-d-mannopyranosyl dioxacarbenium ions bearing a 1C4 conformation were shown to be more stable than the d-glucopyranosyl counterparts.
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