Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability

New strategies for synthesizing polyyne polyrotaxanes are being developed as an approach to stable carbyne “insulated molecular wires”. Here we report an active metal template route to polyyne [3]rotaxanes, using dicobalt carbonyl masked alkyne equivalents. We synthesized two [3]rotaxanes, both with...

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Autores principales: Patrick, Connor W., Woods, Joseph F., Gawel, Przemyslaw, Otteson, Claire E., Thompson, Amber L., Claridge, Tim D. W., Jasti, Ramesh, Anderson, Harry L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9302669/
https://www.ncbi.nlm.nih.gov/pubmed/34995402
http://dx.doi.org/10.1002/anie.202116897
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author Patrick, Connor W.
Woods, Joseph F.
Gawel, Przemyslaw
Otteson, Claire E.
Thompson, Amber L.
Claridge, Tim D. W.
Jasti, Ramesh
Anderson, Harry L.
author_facet Patrick, Connor W.
Woods, Joseph F.
Gawel, Przemyslaw
Otteson, Claire E.
Thompson, Amber L.
Claridge, Tim D. W.
Jasti, Ramesh
Anderson, Harry L.
author_sort Patrick, Connor W.
collection PubMed
description New strategies for synthesizing polyyne polyrotaxanes are being developed as an approach to stable carbyne “insulated molecular wires”. Here we report an active metal template route to polyyne [3]rotaxanes, using dicobalt carbonyl masked alkyne equivalents. We synthesized two [3]rotaxanes, both with the same C(28) polyyne dumbbell component, one with a phenanthroline‐based macrocycle and one using a 2,6‐pyridyl cycloparaphenylene nanohoop. The thermal stabilities of the two rotaxanes were compared with that of the naked polyyne dumbbell in decalin at 80 °C, and the nanohoop rotaxane was found to be 4.5 times more stable.
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spelling pubmed-93026692022-07-22 Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability Patrick, Connor W. Woods, Joseph F. Gawel, Przemyslaw Otteson, Claire E. Thompson, Amber L. Claridge, Tim D. W. Jasti, Ramesh Anderson, Harry L. Angew Chem Int Ed Engl Communications New strategies for synthesizing polyyne polyrotaxanes are being developed as an approach to stable carbyne “insulated molecular wires”. Here we report an active metal template route to polyyne [3]rotaxanes, using dicobalt carbonyl masked alkyne equivalents. We synthesized two [3]rotaxanes, both with the same C(28) polyyne dumbbell component, one with a phenanthroline‐based macrocycle and one using a 2,6‐pyridyl cycloparaphenylene nanohoop. The thermal stabilities of the two rotaxanes were compared with that of the naked polyyne dumbbell in decalin at 80 °C, and the nanohoop rotaxane was found to be 4.5 times more stable. John Wiley and Sons Inc. 2022-01-20 2022-03-01 /pmc/articles/PMC9302669/ /pubmed/34995402 http://dx.doi.org/10.1002/anie.202116897 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Patrick, Connor W.
Woods, Joseph F.
Gawel, Przemyslaw
Otteson, Claire E.
Thompson, Amber L.
Claridge, Tim D. W.
Jasti, Ramesh
Anderson, Harry L.
Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability
title Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability
title_full Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability
title_fullStr Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability
title_full_unstemmed Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability
title_short Polyyne [3]Rotaxanes: Synthesis via Dicobalt Carbonyl Complexes and Enhanced Stability
title_sort polyyne [3]rotaxanes: synthesis via dicobalt carbonyl complexes and enhanced stability
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9302669/
https://www.ncbi.nlm.nih.gov/pubmed/34995402
http://dx.doi.org/10.1002/anie.202116897
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