Collect. Czech. Chem. Commun. 2010, 75, 133-143
Published online 2010-02-11 09:27:20

An efficient esterification of pullulan using carboxylic acid anhydrides activated with iodine

Muhammad A. Hussaina,*, Dure Shahwara, Muhammad N. Hassana, Muhammad N. Tahirb, Mohammad S. Iqbalc and Muhammad Shera

a Department of Chemistry, University of Sargodha, Sargodha 40100, Pakistan
b Institute of Inorganic and Analytical Chemistry, Johannes Guttenberg University, Duesbergweb 10-14, 55099 Mainz, Germany
c Department of Chemistry, GC University, Lahore 5400, Pakistan


Acylation of alcohols (esterification) with anhydride is an important and routinely utilized transformation in organic synthesis. Iodine is a cheap and one of the most powerful anhydride activating agents for the esterification of alcohols. Therefore, an efficient and cost effective method was developed for the acylation of pullulan polysaccharide by using different acid anhydrides activated with iodine. A series of organo-soluble pullulan esters were successfully synthesized, purified and characterized. Under solvent free conditions, it was feasible to fabricate pullulan nonaacetate and pullulan stearate. Attachment (covalent) of the pendant groups onto polymer backbone was verified by spectroscopic techniques. All of the products were characterized by using thermal analysis, FTIR and 1H NMR spectroscopy.

Keywords: Acid anhydrides; Esterification; Acylation; Iodine; NMR spectroscopy; Polysaccharides; Pullulan.

References: 29 live references.