DFT study of the thermodynamics of the reactions between 1-O-methyl-2,3-O-isopropylidene-4,6-O-carbonate-α-ᴅ-mannopyranose and methanol or iso-propanol

Data to support article: Polymers from Sugars and CO₂: Synthesis and Polymerization of a ᴅ-Mannose-Based Cyclic Carbonate <br> DOI: 10.6084/m9.figshare.3469373 <br> Authors: Georgina L. Gregory, ^{[a] [b]} Liliana M. Jenisch,^[a] Bethan Charles, ^{[a] [b]} Gabriele Kociok-Köhn^[c]and Antoine Buchard^[a]*^<br> ^{[a] Department of Chemistry, University of Bath, Bath BA2 7AY, UK<br>[b] EPSRC Centre for Doctoral Training in Sustainable Chemical Technologies, University of Bath, Bath BA2 7AY, UK<br>[c] Chemical Characterisation and Analysis Facility (CCAF), University of Bath, Bath BA2 7AY, UK}DFT study: - DFT optimized geometries and computed free enthalpies were used to calculate the thermodynamics of the ring-opening of D-mannose based monomer<b> 1 </b>(1-O-methyl-2,3-O-isopropylidene-4,6-O-carbonate-α-ᴅ-mannopyranose) or D-glucose counterpart monomer <b>1_G</b>(from Mikami et al., J. Am. Chem. Soc. 2013, 135, 6826), by methanol or iso-propanol, to evaluate the regioselectivity of the reactions. <b>_<br></b> Protocols: <br>rwB97XD/6-311++G(2d,p)/cpcm=dichloromethane/T=298.15KrM06-2X-D3/6-311++G(2d,p)/cpcm=dichloromethane/T=298.15K Content: - Gaussian09 rev D.01 output files- Thermodynamics and regioselectivity of ring-opening.pdf, illustrating the calculations made and summarizing the free enthalpies computed.