The conformational behavior, geometry and energy parameters of Menshutkin-like reaction of O-isopropylidene-protected glycofuranoid mesylates in view of DFT calculations
The reaction of three mesylates of furanoderivatives in pyridine is presented at the DFT. All the structures were fully optimized in the gas phase, in chloroform and water. The calculations revealed the barrier height increasing order as follows: 1>2>3. MPW1K/6-31+G** level activation barriers are higher than those from B3LYP/6-31+G**. The furanoid ring conformations are close to E0 or 0E.
conformation dft calculations furanoid ring nbo quaternary ammonium salts