Anion-π and lone pair-π interactions with s-tetrazine-based ligands

Most of traditional and contemporary interest in s-tetrazine derivatives focuses onto their redox properties, reactivity and energy density. In recent times, however, an increasing number of reports highlighted the possible usefulness of the s-tetrazine moiety as a binding site for anionic and elect...

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Detalles Bibliográficos
Autores: Savastano, Matteo, García-Gallarín, Celeste, López-de-la-Torre, María Dolores, Bazzicalupi, Carla, Bianchi, Antonio, Melguizo, Manuel
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2019
País:España
Institución:Universidad de Jaén
Repositorio:RUJA. Repositorio Institucional de la Producción Científica de la Universidad de Jaén
OAI Identifier:oai:ruja.ujaen.es:10953/2221
Acceso en línea:https://hdl.handle.net/10953/2221
Access Level:acceso abierto
Palabra clave:Tetrazines
Lone pair π interactions
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spelling Anion-π and lone pair-π interactions with s-tetrazine-based ligandsSavastano, MatteoGarcía-Gallarín, CelesteLópez-de-la-Torre, María DoloresBazzicalupi, CarlaBianchi, AntonioMelguizo, ManuelTetrazinesLone pair π interactionsMost of traditional and contemporary interest in s-tetrazine derivatives focuses onto their redox properties, reactivity and energy density. In recent times, however, an increasing number of reports highlighted the possible usefulness of the s-tetrazine moiety as a binding site for anionic and electron rich species, according to the high and positive quadrupolar moment of this heterocycle and the consequent strength of anion-π and lone pair-π interactions. Herein, after giving a quick perspective on s-tetrazine properties and on how they foster these types of π interactions, we present statistical and critical examination of the available structural data, doing justice to the debated topic of the existence and directionality of anion- and lone pair-π interactions. Finally, available literature material concerning the usage of s-tetrazine as supramolecular binding site in solution, i.e. paving the way to applications such as molecular recognition and sensing, is presented and discussed.Financial support from the Spanish MINECO (project MAT2014- 60104-C2-2-R) and MCIU (RTI2018-101558-B-C21) and from Italian MIUR (project 2015MP34H3) are gratefully acknowledged.Elsevier202420242019info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://hdl.handle.net/10953/2221reponame:RUJA. Repositorio Institucional de la Producción Científica de la Universidad de Jaéninstname:Universidad de JaénInglésCoordination Chemistry ReviewsCC0 1.0 Universalhttp://creativecommons.org/publicdomain/zero/1.0/info:eu-repo/semantics/openAccessoai:ruja.ujaen.es:10953/22212026-06-24T12:41:07Z
dc.title.none.fl_str_mv Anion-π and lone pair-π interactions with s-tetrazine-based ligands
title Anion-π and lone pair-π interactions with s-tetrazine-based ligands
spellingShingle Anion-π and lone pair-π interactions with s-tetrazine-based ligands
Savastano, Matteo
Tetrazines
Lone pair π interactions
title_short Anion-π and lone pair-π interactions with s-tetrazine-based ligands
title_full Anion-π and lone pair-π interactions with s-tetrazine-based ligands
title_fullStr Anion-π and lone pair-π interactions with s-tetrazine-based ligands
title_full_unstemmed Anion-π and lone pair-π interactions with s-tetrazine-based ligands
title_sort Anion-π and lone pair-π interactions with s-tetrazine-based ligands
dc.creator.none.fl_str_mv Savastano, Matteo
García-Gallarín, Celeste
López-de-la-Torre, María Dolores
Bazzicalupi, Carla
Bianchi, Antonio
Melguizo, Manuel
author Savastano, Matteo
author_facet Savastano, Matteo
García-Gallarín, Celeste
López-de-la-Torre, María Dolores
Bazzicalupi, Carla
Bianchi, Antonio
Melguizo, Manuel
author_role author
author2 García-Gallarín, Celeste
López-de-la-Torre, María Dolores
Bazzicalupi, Carla
Bianchi, Antonio
Melguizo, Manuel
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Tetrazines
Lone pair π interactions
topic Tetrazines
Lone pair π interactions
description Most of traditional and contemporary interest in s-tetrazine derivatives focuses onto their redox properties, reactivity and energy density. In recent times, however, an increasing number of reports highlighted the possible usefulness of the s-tetrazine moiety as a binding site for anionic and electron rich species, according to the high and positive quadrupolar moment of this heterocycle and the consequent strength of anion-π and lone pair-π interactions. Herein, after giving a quick perspective on s-tetrazine properties and on how they foster these types of π interactions, we present statistical and critical examination of the available structural data, doing justice to the debated topic of the existence and directionality of anion- and lone pair-π interactions. Finally, available literature material concerning the usage of s-tetrazine as supramolecular binding site in solution, i.e. paving the way to applications such as molecular recognition and sensing, is presented and discussed.
publishDate 2019
dc.date.none.fl_str_mv 2019
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/10953/2221
url https://hdl.handle.net/10953/2221
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Coordination Chemistry Reviews
dc.rights.none.fl_str_mv CC0 1.0 Universal
http://creativecommons.org/publicdomain/zero/1.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv CC0 1.0 Universal
http://creativecommons.org/publicdomain/zero/1.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:RUJA. Repositorio Institucional de la Producción Científica de la Universidad de Jaén
instname:Universidad de Jaén
instname_str Universidad de Jaén
reponame_str RUJA. Repositorio Institucional de la Producción Científica de la Universidad de Jaén
collection RUJA. Repositorio Institucional de la Producción Científica de la Universidad de Jaén
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,223283

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