Cargando…

Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties

Persulfurated arenes are a fascinating class of functional molecules with a wide range of potential applications. Ferrocenes are also a multifaceted class of aromatic compounds that can easily be finetuned for an enormous variety of desired properties. A combination of both substance classes might y...

Descripción completa

Detalles Bibliográficos
Autores principales: Blockhaus, Tobias, Klein‐Heßling, Christian, Zehetmaier, Peter M., Zott, Fabian L., Jangra, Harish, Karaghiosoff, Konstantin, Sünkel, Karlheinz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6851660/
https://www.ncbi.nlm.nih.gov/pubmed/31273837
http://dx.doi.org/10.1002/chem.201903033
_version_ 1783469661313040384
author Blockhaus, Tobias
Klein‐Heßling, Christian
Zehetmaier, Peter M.
Zott, Fabian L.
Jangra, Harish
Karaghiosoff, Konstantin
Sünkel, Karlheinz
author_facet Blockhaus, Tobias
Klein‐Heßling, Christian
Zehetmaier, Peter M.
Zott, Fabian L.
Jangra, Harish
Karaghiosoff, Konstantin
Sünkel, Karlheinz
author_sort Blockhaus, Tobias
collection PubMed
description Persulfurated arenes are a fascinating class of functional molecules with a wide range of potential applications. Ferrocenes are also a multifaceted class of aromatic compounds that can easily be finetuned for an enormous variety of desired properties. A combination of both substance classes might yield an even wider field of applications. Herein, we describe the synthesis of two ferrocenes with one persulfurated cyclopentadienyl ring [C(5)(SR)(5)], with R=Me or Ph, together with their crystal structures, optical, and electrochemical properties. Both crystal structures show significant intramolecular sulfur‐iron interactions as well as weak intermolecular sulfur– contacts. Cyclovoltammetry of the [C(5)(SPh)(5)] compound shows a high oxidation potential of 651 mV vs. FcH/FcH(+).
format Online
Article
Text
id pubmed-6851660
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-68516602019-11-18 Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties Blockhaus, Tobias Klein‐Heßling, Christian Zehetmaier, Peter M. Zott, Fabian L. Jangra, Harish Karaghiosoff, Konstantin Sünkel, Karlheinz Chemistry Communications Persulfurated arenes are a fascinating class of functional molecules with a wide range of potential applications. Ferrocenes are also a multifaceted class of aromatic compounds that can easily be finetuned for an enormous variety of desired properties. A combination of both substance classes might yield an even wider field of applications. Herein, we describe the synthesis of two ferrocenes with one persulfurated cyclopentadienyl ring [C(5)(SR)(5)], with R=Me or Ph, together with their crystal structures, optical, and electrochemical properties. Both crystal structures show significant intramolecular sulfur‐iron interactions as well as weak intermolecular sulfur– contacts. Cyclovoltammetry of the [C(5)(SPh)(5)] compound shows a high oxidation potential of 651 mV vs. FcH/FcH(+). John Wiley and Sons Inc. 2019-08-07 2019-10-01 /pmc/articles/PMC6851660/ /pubmed/31273837 http://dx.doi.org/10.1002/chem.201903033 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Blockhaus, Tobias
Klein‐Heßling, Christian
Zehetmaier, Peter M.
Zott, Fabian L.
Jangra, Harish
Karaghiosoff, Konstantin
Sünkel, Karlheinz
Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties
title Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties
title_full Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties
title_fullStr Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties
title_full_unstemmed Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties
title_short Ferrocenes with a Persulfurated Cyclopentadienyl Ring: Synthesis, Structural Studies, and Optoelectronic Properties
title_sort ferrocenes with a persulfurated cyclopentadienyl ring: synthesis, structural studies, and optoelectronic properties
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6851660/
https://www.ncbi.nlm.nih.gov/pubmed/31273837
http://dx.doi.org/10.1002/chem.201903033
work_keys_str_mv AT blockhaustobias ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties
AT kleinheßlingchristian ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties
AT zehetmaierpeterm ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties
AT zottfabianl ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties
AT jangraharish ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties
AT karaghiosoffkonstantin ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties
AT sunkelkarlheinz ferroceneswithapersulfuratedcyclopentadienylringsynthesisstructuralstudiesandoptoelectronicproperties