In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions

[Image: see text] We synthesize a series of imine cage molecules where increasing the chain length of the alkanediamine precursor results in an odd–even alternation between [2 + 3] and [4 + 6] cage macrocycles. A computational procedure is developed to predict the thermodynamically preferred product...

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Autores principales: Jelfs, Kim E., Eden, Edward G. B., Culshaw, Jamie L., Shakespeare, Stephen, Pyzer-Knapp, Edward O., Thompson, Hugh P. G., Bacsa, John, Day, Graeme M., Adams, Dave J., Cooper, Andrew I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3697021/
https://www.ncbi.nlm.nih.gov/pubmed/23745577
http://dx.doi.org/10.1021/ja404253j
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author Jelfs, Kim E.
Eden, Edward G. B.
Culshaw, Jamie L.
Shakespeare, Stephen
Pyzer-Knapp, Edward O.
Thompson, Hugh P. G.
Bacsa, John
Day, Graeme M.
Adams, Dave J.
Cooper, Andrew I.
author_facet Jelfs, Kim E.
Eden, Edward G. B.
Culshaw, Jamie L.
Shakespeare, Stephen
Pyzer-Knapp, Edward O.
Thompson, Hugh P. G.
Bacsa, John
Day, Graeme M.
Adams, Dave J.
Cooper, Andrew I.
author_sort Jelfs, Kim E.
collection PubMed
description [Image: see text] We synthesize a series of imine cage molecules where increasing the chain length of the alkanediamine precursor results in an odd–even alternation between [2 + 3] and [4 + 6] cage macrocycles. A computational procedure is developed to predict the thermodynamically preferred product and the lowest energy conformer, hence rationalizing the observed alternation and the 3D cage structures, based on knowledge of the precursors alone.
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spelling pubmed-36970212013-07-01 In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions Jelfs, Kim E. Eden, Edward G. B. Culshaw, Jamie L. Shakespeare, Stephen Pyzer-Knapp, Edward O. Thompson, Hugh P. G. Bacsa, John Day, Graeme M. Adams, Dave J. Cooper, Andrew I. J Am Chem Soc [Image: see text] We synthesize a series of imine cage molecules where increasing the chain length of the alkanediamine precursor results in an odd–even alternation between [2 + 3] and [4 + 6] cage macrocycles. A computational procedure is developed to predict the thermodynamically preferred product and the lowest energy conformer, hence rationalizing the observed alternation and the 3D cage structures, based on knowledge of the precursors alone. American Chemical Society 2013-06-07 2013-06-26 /pmc/articles/PMC3697021/ /pubmed/23745577 http://dx.doi.org/10.1021/ja404253j Text en Copyright © 2013 American Chemical Society Terms of Use CC-BY (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html)
spellingShingle Jelfs, Kim E.
Eden, Edward G. B.
Culshaw, Jamie L.
Shakespeare, Stephen
Pyzer-Knapp, Edward O.
Thompson, Hugh P. G.
Bacsa, John
Day, Graeme M.
Adams, Dave J.
Cooper, Andrew I.
In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions
title In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions
title_full In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions
title_fullStr In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions
title_full_unstemmed In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions
title_short In silico Design of Supramolecules from Their Precursors: Odd–Even Effects in Cage-Forming Reactions
title_sort in silico design of supramolecules from their precursors: odd–even effects in cage-forming reactions
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3697021/
https://www.ncbi.nlm.nih.gov/pubmed/23745577
http://dx.doi.org/10.1021/ja404253j
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