Modification ofD-glucose-based 18-crown-6 ethers by phosphorylation and phosphinylation

Abstract

The primary hydroxy groups of head‐tail and head‐head bis(sugar)‐based crown ethers (1 and 3, respectively) were acylated by (EtO)2P(O)Cl and Ph2P(O)Cl in a selective manner. Cation binding ability of the bis‐phosphorylated and phosphinylated macrocycles (2 and 4) was evaluated by the picrate extraction method. Introduction of the P‐moieties led to increase of the extraction ability without significant selectivity. © 2000 John Wiley & Sons, Inc. Heteroatom Chem 11:267–270, 2000

The Synthesis of Bio‐Based Flame‐Retarded Epoxy‐Precursors

“…The scaffolds with allyl groups were then phosphorylated to improve the flame retardant properties. The phosphorylation of sugars was studied separately on the model of methyl‐α‐ d ‐glucopyranoside on the basis of our earlier experiments …”