Abstract
When treated with silver oxide in chloroform, 2 : 3 : 4-tri-O-acetyl- α-D-glucopyranosyl bromide polymerises with elimination of hydrogen bromide. The products are O-acetyl derivatives of levoglucosan and the series of gentiodextrins, i.e., β-glucopyranose polymers based on the repeating 1: 6-linkage. Molecules containing up to nine glucose units have been detected and the deacetylated products have been characterised by measurement of physical properties and formation of crystalline O-acetyl derivatives. Glucose and, probably, cellobiose and ββ-trehalose are also formed. The potentialities of this type of polymerisation are considered.
| Original language | English |
|---|---|
| Pages (from-to) | 4524-4531 |
| Number of pages | 8 |
| Journal | Journal of the Chemical Society (Resumed) |
| State | Published - Dec 1 1956 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Chemistry(all)
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The chemical synthesis of polysaccharides. Part I. Synthesis of gentiodextrins. / Haq, S.; Whelan, William J.
In: Journal of the Chemical Society (Resumed), 01.12.1956, p. 4524-4531.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - The chemical synthesis of polysaccharides. Part I. Synthesis of gentiodextrins
AU - Haq, S.
AU - Whelan, William J.
PY - 1956/12/1
Y1 - 1956/12/1
N2 - When treated with silver oxide in chloroform, 2 : 3 : 4-tri-O-acetyl- α-D-glucopyranosyl bromide polymerises with elimination of hydrogen bromide. The products are O-acetyl derivatives of levoglucosan and the series of gentiodextrins, i.e., β-glucopyranose polymers based on the repeating 1: 6-linkage. Molecules containing up to nine glucose units have been detected and the deacetylated products have been characterised by measurement of physical properties and formation of crystalline O-acetyl derivatives. Glucose and, probably, cellobiose and ββ-trehalose are also formed. The potentialities of this type of polymerisation are considered.
AB - When treated with silver oxide in chloroform, 2 : 3 : 4-tri-O-acetyl- α-D-glucopyranosyl bromide polymerises with elimination of hydrogen bromide. The products are O-acetyl derivatives of levoglucosan and the series of gentiodextrins, i.e., β-glucopyranose polymers based on the repeating 1: 6-linkage. Molecules containing up to nine glucose units have been detected and the deacetylated products have been characterised by measurement of physical properties and formation of crystalline O-acetyl derivatives. Glucose and, probably, cellobiose and ββ-trehalose are also formed. The potentialities of this type of polymerisation are considered.
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UR - http://www.scopus.com/inward/citedby.url?scp=37049064418&partnerID=8YFLogxK
M3 - Article
SP - 4524
EP - 4531
JO - Journal of the Chemical Society
JF - Journal of the Chemical Society
SN - 0577-6171
ER -