Seven-membered ring boronates at trans-diol moieties of carbohydrates

MS and 1H, 13C and 11B NMR results are presented revealing the formation of cyclic seven-membered boronate structures at trans-1,2-diol moieties of carbohydrates providing new opportunities for the activation, protection and analysis of glucopyranose-based oligomers and polymers such as cellulose or starch. 'Coordination-induced shifts' in 13C NMR spectra were identified for the esterification by boronic acids of carbohydrates, which can be applied for further studies.

Graphical abstractMS and NMR results are presented revealing the formation of seven-membered boronates at trans-1,2-diol moieties of carbohydrates, which can provide opportunities for activation, protection and analysis of glucopyranose-based oligo- and polymers.Download full-size image