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Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose

Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose
Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose
1-Acetamido-1-deoxy-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (5) and 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (7) were synthesised from 1-azido-1-deoxy(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (2) and crystallised as dihydrates. Crystal structural analysis of 5.2H2O displayed an acetamide C(4) chain and stacked cellobiose residues. The structure of 7.2H2O featured pi-pi stacking and stacking of the cellobiose residues.
cellobiose, crystal structure, sugar amide, sugar triazole
0008-6215
67-72
Hayes, John A.
df09dc8d-39ca-4a73-a3e6-ed00db6a7256
Eccles, Kevin S.
8e77a90b-b39b-49d8-ae48-42f8573fb242
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Lawrence, Simon E.
9f9d8451-35de-4ee7-8c47-ed6e84748b56
Moynihan, Humphrey A.
4eab6271-11cc-451e-abbf-09b030ee0f2e
Hayes, John A.
df09dc8d-39ca-4a73-a3e6-ed00db6a7256
Eccles, Kevin S.
8e77a90b-b39b-49d8-ae48-42f8573fb242
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Lawrence, Simon E.
9f9d8451-35de-4ee7-8c47-ed6e84748b56
Moynihan, Humphrey A.
4eab6271-11cc-451e-abbf-09b030ee0f2e

Hayes, John A., Eccles, Kevin S., Coles, Simon J., Lawrence, Simon E. and Moynihan, Humphrey A. (2014) Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose. Carbohydrate Research, 388, 67-72. (doi:10.1016/j.carres.2014.02.011).

Record type: Article

Abstract

1-Acetamido-1-deoxy-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (5) and 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (7) were synthesised from 1-azido-1-deoxy(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (2) and crystallised as dihydrates. Crystal structural analysis of 5.2H2O displayed an acetamide C(4) chain and stacked cellobiose residues. The structure of 7.2H2O featured pi-pi stacking and stacking of the cellobiose residues.

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More information

Published date: 31 March 2014
Keywords: cellobiose, crystal structure, sugar amide, sugar triazole
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry, Faculty of Natural and Environmental Sciences
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Identifiers

Local EPrints ID: 369255
URI: http://eprints.soton.ac.uk/id/eprint/369255
DOI: doi:10.1016/j.carres.2014.02.011
ISSN: 0008-6215
PURE UUID: fe5a93ef-0c3e-4cf2-a198-723d06c37a32
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 30 Sep 2014 15:34
Last modified: 15 Mar 2024 03:01

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Contributors

Author: John A. Hayes
Author: Kevin S. Eccles
Author: Simon J. Coles ORCID iD
Author: Simon E. Lawrence
Author: Humphrey A. Moynihan

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