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

Muhammad A. Hussain; Dure Shahwar; Muhammad N. Hassan; Muhammad N. Tahir; Mohammad S. Iqbalc; Muhammad Sher

doi:10.1135/cccc2009095

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

Muhammad A. Hussain, Dure Shahwar, Muhammad N. Hassan, Muhammad N. Tahir, Mohammad S. Iqbalc, Muhammad Sher

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	133-143
Number of pages	11
Journal	Collection of Czechoslovak Chemical Communications
Volume	75
Issue number	1
DOIs	https://doi.org/10.1135/cccc2009095
State	Published - Jan 2010
Externally published	Yes

Keywords

Acid anhydrides
Acylation
Esterification
Iodine
NMR spectroscopy
Polysaccharides
Pullulan

ASJC Scopus subject areas

General Chemistry

Access to Document

10.1135/cccc2009095

Cite this

@article{9fc3b54d39324fb0ad137ebea3d1307e,

title = "An efficient esterification of pullulan using carboxylic acid anhydrides activated with iodine",

abstract = "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, Acylation, Esterification, Iodine, NMR spectroscopy, Polysaccharides, Pullulan",

author = "Hussain, \{Muhammad A.\} and Dure Shahwar and Hassan, \{Muhammad N.\} and Tahir, \{Muhammad N.\} and Iqbalc, \{Mohammad S.\} and Muhammad Sher",

year = "2010",

month = jan,

doi = "10.1135/cccc2009095",

language = "English",

volume = "75",

pages = "133--143",

journal = "Collection of Czechoslovak Chemical Communications",

issn = "0010-0765",

publisher = "Czech Academy of Sciences",

number = "1",

}

TY - JOUR

T1 - An efficient esterification of pullulan using carboxylic acid anhydrides activated with iodine

AU - Hussain, Muhammad A.

AU - Shahwar, Dure

AU - Hassan, Muhammad N.

AU - Tahir, Muhammad N.

AU - Iqbalc, Mohammad S.

AU - Sher, Muhammad

PY - 2010/1

Y1 - 2010/1

N2 - 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.

AB - 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.

KW - Acid anhydrides

KW - Acylation

KW - Esterification

KW - Iodine

KW - NMR spectroscopy

KW - Polysaccharides

KW - Pullulan

UR - https://www.scopus.com/pages/publications/77950654177

U2 - 10.1135/cccc2009095

DO - 10.1135/cccc2009095

M3 - Article

AN - SCOPUS:77950654177

SN - 0010-0765

VL - 75

SP - 133

EP - 143

JO - Collection of Czechoslovak Chemical Communications

JF - Collection of Czechoslovak Chemical Communications

IS - 1

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this