The solid state and solution conformational behaviour of a chiral 30-crown-10 derivative synthesised from 1,4:3,6-dianhydro-D-mannitol; X-ray crystal structure

Janet C. Metcalfe, J. Fraser Stoddart*, Geraint Jones, Thomas H. Crawshaw, Andrew Quick, David J. Williams

*Corresponding author for this work

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

A chiral 30-crown-10 derivative, DD-(2), has been prepared from 1,4:3,6-dianhydro-D-mannitol, D-(1), and shown by X-ray crystallography and dynamic 13C n.m.r. spectroscopy to adopt, in both the solid state and in solution, a 'face-to-back' conformation which must undergo substantial change in order to create the hydrophilic cavity necessary for the formation of complexes with Li+, Na+, K+, Rb+, NH4+, MeNH3+, and Bu tNH3+ ions.

Original languageEnglish (US)
Pages (from-to)430-432
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number9
DOIs
StatePublished - Jan 1 1981

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X ray crystallography
X Ray Crystallography
Conformations
Spectrum Analysis
Crystal structure
X-Rays
Spectroscopy
Ions
Derivatives
X rays
1,4-3,6-dianhydromannitol

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

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title = "The solid state and solution conformational behaviour of a chiral 30-crown-10 derivative synthesised from 1,4:3,6-dianhydro-D-mannitol; X-ray crystal structure",
abstract = "A chiral 30-crown-10 derivative, DD-(2), has been prepared from 1,4:3,6-dianhydro-D-mannitol, D-(1), and shown by X-ray crystallography and dynamic 13C n.m.r. spectroscopy to adopt, in both the solid state and in solution, a 'face-to-back' conformation which must undergo substantial change in order to create the hydrophilic cavity necessary for the formation of complexes with Li+, Na+, K+, Rb+, NH4+, MeNH3+, and Bu tNH3+ ions.",
author = "Metcalfe, {Janet C.} and Stoddart, {J. Fraser} and Geraint Jones and Crawshaw, {Thomas H.} and Andrew Quick and Williams, {David J.}",
year = "1981",
month = "1",
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doi = "10.1039/c39810000430",
language = "English (US)",
pages = "430--432",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
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}

The solid state and solution conformational behaviour of a chiral 30-crown-10 derivative synthesised from 1,4:3,6-dianhydro-D-mannitol; X-ray crystal structure. / Metcalfe, Janet C.; Stoddart, J. Fraser; Jones, Geraint; Crawshaw, Thomas H.; Quick, Andrew; Williams, David J.

In: Journal of the Chemical Society, Chemical Communications, No. 9, 01.01.1981, p. 430-432.

Research output: Contribution to journalArticle

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T1 - The solid state and solution conformational behaviour of a chiral 30-crown-10 derivative synthesised from 1,4:3,6-dianhydro-D-mannitol; X-ray crystal structure

AU - Metcalfe, Janet C.

AU - Stoddart, J. Fraser

AU - Jones, Geraint

AU - Crawshaw, Thomas H.

AU - Quick, Andrew

AU - Williams, David J.

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AB - A chiral 30-crown-10 derivative, DD-(2), has been prepared from 1,4:3,6-dianhydro-D-mannitol, D-(1), and shown by X-ray crystallography and dynamic 13C n.m.r. spectroscopy to adopt, in both the solid state and in solution, a 'face-to-back' conformation which must undergo substantial change in order to create the hydrophilic cavity necessary for the formation of complexes with Li+, Na+, K+, Rb+, NH4+, MeNH3+, and Bu tNH3+ ions.

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