Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts

[Image: see text] C(sp(3)) atoms are known to act as electrophilic sites in self-assembly processes, and in all cases reported till now, they form only one interaction with nucleophiles; that is, they function as monodentate tetrel bond donors. This manuscript reports experimental (X-ray structural...

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Autores principales: Calabrese, Miriam, Pizzi, Andrea, Daolio, Andrea, Ursini, Maurizio, Frontera, Antonio, Demitri, Nicola, Lenczyk, Carsten, Wojciechowski, Jakub, Resnati, Giuseppe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10324100/
https://www.ncbi.nlm.nih.gov/pubmed/37426903
http://dx.doi.org/10.1021/acs.cgd.2c01386
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author Calabrese, Miriam
Pizzi, Andrea
Daolio, Andrea
Ursini, Maurizio
Frontera, Antonio
Demitri, Nicola
Lenczyk, Carsten
Wojciechowski, Jakub
Resnati, Giuseppe
author_facet Calabrese, Miriam
Pizzi, Andrea
Daolio, Andrea
Ursini, Maurizio
Frontera, Antonio
Demitri, Nicola
Lenczyk, Carsten
Wojciechowski, Jakub
Resnati, Giuseppe
author_sort Calabrese, Miriam
collection PubMed
description [Image: see text] C(sp(3)) atoms are known to act as electrophilic sites in self-assembly processes, and in all cases reported till now, they form only one interaction with nucleophiles; that is, they function as monodentate tetrel bond donors. This manuscript reports experimental (X-ray structural analysis) and theoretical evidence (DFT calculations), proving that the methylene carbon in bis-pyridinium methylene salts establishes two short and directional C(sp(3))···anion interactions; that is, they function as bidentate tetrel bond donors.
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spelling pubmed-103241002023-07-07 Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts Calabrese, Miriam Pizzi, Andrea Daolio, Andrea Ursini, Maurizio Frontera, Antonio Demitri, Nicola Lenczyk, Carsten Wojciechowski, Jakub Resnati, Giuseppe Cryst Growth Des [Image: see text] C(sp(3)) atoms are known to act as electrophilic sites in self-assembly processes, and in all cases reported till now, they form only one interaction with nucleophiles; that is, they function as monodentate tetrel bond donors. This manuscript reports experimental (X-ray structural analysis) and theoretical evidence (DFT calculations), proving that the methylene carbon in bis-pyridinium methylene salts establishes two short and directional C(sp(3))···anion interactions; that is, they function as bidentate tetrel bond donors. American Chemical Society 2023-02-14 /pmc/articles/PMC10324100/ /pubmed/37426903 http://dx.doi.org/10.1021/acs.cgd.2c01386 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Calabrese, Miriam
Pizzi, Andrea
Daolio, Andrea
Ursini, Maurizio
Frontera, Antonio
Demitri, Nicola
Lenczyk, Carsten
Wojciechowski, Jakub
Resnati, Giuseppe
Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
title Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
title_full Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
title_fullStr Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
title_full_unstemmed Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
title_short Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
title_sort geminal charge-assisted tetrel bonds in bis-pyridinium methylene salts
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10324100/
https://www.ncbi.nlm.nih.gov/pubmed/37426903
http://dx.doi.org/10.1021/acs.cgd.2c01386
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