DFT study of the reaction between TBD, 4-methyl benzylalcohol, and two molecule of 1-O-methyl-2,3-O-isopropylidene-4,6-O-carbonate-α-ᴅ-mannopyranose (ring-opening polymerization propagation step via a secondary alcohol chain)

Data to support article: Polymers from Sugars and CO2: Synthesis and Polymerization of a ᴅ-Mannose-Based Cyclic Carbonate DOI: 10.6084/m9.figshare.3469805 Authors: Georgina L. Gregory, [a] [b] Liliana M. Jenisch,[a] Bethan Charles, [a] [b] Gabriele Kociok-Köhn[c] and Antoine Buchard[a] * [a] Department of Chemistry, University of Bath, Bath BA2 7AY, UK[b] EPSRC Centre for Doctoral Training in Sustainable Chemical Technologies, University of Bath, Bath BA2 7AY, UK[c] Chemical Characterisation and Analysis Facility (CCAF), University of Bath, Bath BA2 7AY, UKDFT study: - DFT optimized geometries and computed free enthalpies of local minima (intermediates) and local maxima (transition states) were used to investigate the mechanism of the reaction between TBD, 4-methylbenzyl alcohol and 2 molecule of D-mannose based monomer 1 (1-O-methyl-2,3-O-isopropylidene-4,6-O-carbonate-α-ᴅ-mannopyranose) to account for the propagation step of ring-opening polymerization, via a secondary alcohol chain intermediate. Protocols: rwB97XD/6-311++G(d,p)/6-31+G(d)cpcm=dichloromethane/T=298.15K Content: - Gaussian09 rev D.01 output files- ROP_propagation from a secondary alcohol.pdf, illustrating the calculations made and summarizing the free enthalpies computed.