Amplification of dynamic chiral crown ether complexes during cyclic acetal formation

Benzion Fuchs; Alshakim Nelson; Alexander Star; J. Fraser Stoddart; Sébastien Vidal

doi:10.1002/anie.200351558

Amplification of dynamic chiral crown ether complexes during cyclic acetal formation

Benzion Fuchs^*, Alshakim Nelson, Alexander Star, J. Fraser Stoddart, Sébastien Vidal

^*Corresponding author for this work

Chemistry

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

78 Scopus citations

Abstract

The dynamic duo: A more than tenfold increase in the yield of the chiral macropolycyclic polyether containing two 2,6-disubstituted 1,3,5,7-cis-tetraoxadecalin systems was obtained under thermodynamic conditions from a dynamic combinatorial virtual library with templating cesium ions (> 95 % yield, see schematic representation) relative to kinetic syntheses (< 8 % yields in their macropolycyclization steps), even when the same template was used.

Original language	English (US)
Pages (from-to)	4220-4224
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	42
Issue number	35
DOIs	https://doi.org/10.1002/anie.200351558
State	Published - Sep 15 2003

Keywords

Combinatorial chemistry
Macrocycles
Supramolecular chemistry
Template synthesis
Transacetalation

ASJC Scopus subject areas

Chemistry(all)
Catalysis

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10.1002/anie.200351558

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abstract = "The dynamic duo: A more than tenfold increase in the yield of the chiral macropolycyclic polyether containing two 2,6-disubstituted 1,3,5,7-cis-tetraoxadecalin systems was obtained under thermodynamic conditions from a dynamic combinatorial virtual library with templating cesium ions (> 95 % yield, see schematic representation) relative to kinetic syntheses (< 8 % yields in their macropolycyclization steps), even when the same template was used.",

keywords = "Combinatorial chemistry, Macrocycles, Supramolecular chemistry, Template synthesis, Transacetalation",

author = "Benzion Fuchs and Alshakim Nelson and Alexander Star and Stoddart, {J. Fraser} and S{\'e}bastien Vidal",

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T1 - Amplification of dynamic chiral crown ether complexes during cyclic acetal formation

AU - Fuchs, Benzion

AU - Nelson, Alshakim

AU - Star, Alexander

AU - Stoddart, J. Fraser

AU - Vidal, Sébastien

PY - 2003/9/15

Y1 - 2003/9/15

N2 - The dynamic duo: A more than tenfold increase in the yield of the chiral macropolycyclic polyether containing two 2,6-disubstituted 1,3,5,7-cis-tetraoxadecalin systems was obtained under thermodynamic conditions from a dynamic combinatorial virtual library with templating cesium ions (> 95 % yield, see schematic representation) relative to kinetic syntheses (< 8 % yields in their macropolycyclization steps), even when the same template was used.

AB - The dynamic duo: A more than tenfold increase in the yield of the chiral macropolycyclic polyether containing two 2,6-disubstituted 1,3,5,7-cis-tetraoxadecalin systems was obtained under thermodynamic conditions from a dynamic combinatorial virtual library with templating cesium ions (> 95 % yield, see schematic representation) relative to kinetic syntheses (< 8 % yields in their macropolycyclization steps), even when the same template was used.

KW - Combinatorial chemistry

KW - Macrocycles

KW - Supramolecular chemistry

KW - Template synthesis

KW - Transacetalation

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

Amplification of dynamic chiral crown ether complexes during cyclic acetal formation

Abstract

Keywords

ASJC Scopus subject areas

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