Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents

A green, fast and selective approach for the synthesis of mono-substituted closo-decaborate derivatives [2-B(10)H(9)COR](2−) has been established via a nucleophilic addition reaction between the carbonyl derivative of closo-decaborate [2-B(10)H(9)CO](−) and the corresponding Grignard reagent RMgX, w...

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Autores principales: Mahfouz, Nadine, Abi-Ghaida, Fatima, Kotob, Wael, Mehdi, Ahmad, Naoufal, Daoud
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10458521/
https://www.ncbi.nlm.nih.gov/pubmed/37630327
http://dx.doi.org/10.3390/molecules28166076
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author Mahfouz, Nadine
Abi-Ghaida, Fatima
Kotob, Wael
Mehdi, Ahmad
Naoufal, Daoud
author_facet Mahfouz, Nadine
Abi-Ghaida, Fatima
Kotob, Wael
Mehdi, Ahmad
Naoufal, Daoud
author_sort Mahfouz, Nadine
collection PubMed
description A green, fast and selective approach for the synthesis of mono-substituted closo-decaborate derivatives [2-B(10)H(9)COR](2−) has been established via a nucleophilic addition reaction between the carbonyl derivative of closo-decaborate [2-B(10)H(9)CO](−) and the corresponding Grignard reagent RMgX, where R is the ethyl, iso-propyl, pentyl, allyl, vinyl and propynyl groups. This approach is accomplished under mild conditions with 70–80% yields. The significance of these derivative is their ability to constitute building blocks for polymeric integration via the allyl, vinyl and propynyl substituents. All products were characterized by (11)B, (1)H and (13)C NMR, elemental analysis and mass spectrometry.
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spelling pubmed-104585212023-08-27 Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents Mahfouz, Nadine Abi-Ghaida, Fatima Kotob, Wael Mehdi, Ahmad Naoufal, Daoud Molecules Article A green, fast and selective approach for the synthesis of mono-substituted closo-decaborate derivatives [2-B(10)H(9)COR](2−) has been established via a nucleophilic addition reaction between the carbonyl derivative of closo-decaborate [2-B(10)H(9)CO](−) and the corresponding Grignard reagent RMgX, where R is the ethyl, iso-propyl, pentyl, allyl, vinyl and propynyl groups. This approach is accomplished under mild conditions with 70–80% yields. The significance of these derivative is their ability to constitute building blocks for polymeric integration via the allyl, vinyl and propynyl substituents. All products were characterized by (11)B, (1)H and (13)C NMR, elemental analysis and mass spectrometry. MDPI 2023-08-15 /pmc/articles/PMC10458521/ /pubmed/37630327 http://dx.doi.org/10.3390/molecules28166076 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Mahfouz, Nadine
Abi-Ghaida, Fatima
Kotob, Wael
Mehdi, Ahmad
Naoufal, Daoud
Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents
title Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents
title_full Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents
title_fullStr Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents
title_full_unstemmed Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents
title_short Selective Functionalization of Carbonyl Closo-Decaborate [2-B(10)H(9)CO](−) with Building Block Properties via Grignard Reagents
title_sort selective functionalization of carbonyl closo-decaborate [2-b(10)h(9)co](−) with building block properties via grignard reagents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10458521/
https://www.ncbi.nlm.nih.gov/pubmed/37630327
http://dx.doi.org/10.3390/molecules28166076
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