Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion

Peter T. Glink; Ana I. Oliva; J. Fraser Stoddart; Andrew J P White; David J. Williams

doi:10.1002/1521-3773(20010518)40:10<1870::AID-ANIE1870>3.0.CO;2-Z

Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion

Peter T. Glink, Ana I. Oliva, J. Fraser Stoddart, Andrew J P White, David J. Williams

Chemistry

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

146 Scopus citations

Abstract

A dumbbell-shaped dialkylammonium ion (see scheme) templates the formation, about its NH₂⁺ center, of a crown ether like macrocycle under thermodynamic control from dialdehyde and diamine precursors. The imine-containing [2]rotaxane that ensues was converted by reduction into a kinetically stable interlocked molecule, which has been characterized in the solid state by X-ray crystallography in both free vase and salt forms.

Original language	English (US)
Pages (from-to)	1870-1875
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	10
DOIs	https://doi.org/10.1002/1521-3773(20010518)40:10<1870::AID-ANIE1870>3.0.CO;2-Z
State	Published - May 18 2001

Keywords

Macrocycles
Rotaxanes
Self-assembly
Template synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/1521-3773(20010518)40:10<1870::AID-ANIE1870>3.0.CO;2-Z

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Glink, P. T., Oliva, A. I., Fraser Stoddart, J., White, A. J. P., & Williams, D. J. (2001). Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion. Angewandte Chemie - International Edition, 40(10), 1870-1875. https://doi.org/10.1002/1521-3773(20010518)40:10<1870::AID-ANIE1870>3.0.CO;2-Z

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abstract = "A dumbbell-shaped dialkylammonium ion (see scheme) templates the formation, about its NH2+ center, of a crown ether like macrocycle under thermodynamic control from dialdehyde and diamine precursors. The imine-containing [2]rotaxane that ensues was converted by reduction into a kinetically stable interlocked molecule, which has been characterized in the solid state by X-ray crystallography in both free vase and salt forms.",

keywords = "Macrocycles, Rotaxanes, Self-assembly, Template synthesis",

author = "Glink, {Peter T.} and Oliva, {Ana I.} and {Fraser Stoddart}, J. and White, {Andrew J P} and Williams, {David J.}",

year = "2001",

month = may,

day = "18",

doi = "10.1002/1521-3773(20010518)40:10<1870::AID-ANIE1870>3.0.CO;2-Z",

language = "English (US)",

volume = "40",

pages = "1870--1875",

journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley and Sons Ltd",

number = "10",

}

Glink, PT, Oliva, AI, Fraser Stoddart, J, White, AJP & Williams, DJ 2001, 'Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion', Angewandte Chemie - International Edition, vol. 40, no. 10, pp. 1870-1875. https://doi.org/10.1002/1521-3773(20010518)40:10<1870::AID-ANIE1870>3.0.CO;2-Z

Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion. / Glink, Peter T.; Oliva, Ana I.; Fraser Stoddart, J.; White, Andrew J P; Williams, David J.

In: Angewandte Chemie - International Edition, Vol. 40, No. 10, 18.05.2001, p. 1870-1875.

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

TY - JOUR

T1 - Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion

AU - Glink, Peter T.

AU - Oliva, Ana I.

AU - Fraser Stoddart, J.

AU - White, Andrew J P

AU - Williams, David J.

PY - 2001/5/18

Y1 - 2001/5/18

N2 - A dumbbell-shaped dialkylammonium ion (see scheme) templates the formation, about its NH2+ center, of a crown ether like macrocycle under thermodynamic control from dialdehyde and diamine precursors. The imine-containing [2]rotaxane that ensues was converted by reduction into a kinetically stable interlocked molecule, which has been characterized in the solid state by X-ray crystallography in both free vase and salt forms.

AB - A dumbbell-shaped dialkylammonium ion (see scheme) templates the formation, about its NH2+ center, of a crown ether like macrocycle under thermodynamic control from dialdehyde and diamine precursors. The imine-containing [2]rotaxane that ensues was converted by reduction into a kinetically stable interlocked molecule, which has been characterized in the solid state by X-ray crystallography in both free vase and salt forms.

KW - Macrocycles

KW - Rotaxanes

KW - Self-assembly

KW - Template synthesis

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Template-directed synthesis of a [2]rotaxane by the clipping under thermodynamic control of a crown ether like macrocycle around a dialkylammonium ion

Abstract

Keywords

ASJC Scopus subject areas

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