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

doi:10.1039/c39810000430

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

Chemistry

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

15 Scopus citations

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 language	English (US)
Pages (from-to)	430-432
Number of pages	3
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	9
DOIs	https://doi.org/10.1039/c39810000430
State	Published - 1981

ASJC Scopus subject areas

Molecular Medicine

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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",

doi = "10.1039/c39810000430",

language = "English (US)",

pages = "430--432",

journal = "Journal of the Chemical Society D: Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "9",

}

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, 1981, p. 430-432.

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

TY - JOUR

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.

PY - 1981

Y1 - 1981

N2 - 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.

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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