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Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon

The organo-boron species formed from the reactions of boron atoms with acetylene in solid neon are investigated using matrix isolation infrared spectroscopy with isotopic substitutions as well as quantum chemical calculations. Besides the previously reported single C–H bond activation species, a cyc...

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Detalles Bibliográficos
Autores principales: Jian, Jiwen, Li, Wei, Wu, Xuan, Zhou, Mingfei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5590098/
https://www.ncbi.nlm.nih.gov/pubmed/28936331
http://dx.doi.org/10.1039/c7sc01399j
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author Jian, Jiwen
Li, Wei
Wu, Xuan
Zhou, Mingfei
author_facet Jian, Jiwen
Li, Wei
Wu, Xuan
Zhou, Mingfei
author_sort Jian, Jiwen
collection PubMed
description The organo-boron species formed from the reactions of boron atoms with acetylene in solid neon are investigated using matrix isolation infrared spectroscopy with isotopic substitutions as well as quantum chemical calculations. Besides the previously reported single C–H bond activation species, a cyclic-HBC(2)BH diboron species is formed via double C–H bond activation of acetylene. It is characterized to have a closed-shell singlet ground state with planar D (2h) symmetry. Bonding analysis indicates that it is a doubly aromatic species involving two delocalized σ electrons and two delocalized π electrons. This finding reveals the very first example of double C–H bond activation of acetylene in forming new organo-boron compounds.
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spelling pubmed-55900982017-09-21 Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon Jian, Jiwen Li, Wei Wu, Xuan Zhou, Mingfei Chem Sci Chemistry The organo-boron species formed from the reactions of boron atoms with acetylene in solid neon are investigated using matrix isolation infrared spectroscopy with isotopic substitutions as well as quantum chemical calculations. Besides the previously reported single C–H bond activation species, a cyclic-HBC(2)BH diboron species is formed via double C–H bond activation of acetylene. It is characterized to have a closed-shell singlet ground state with planar D (2h) symmetry. Bonding analysis indicates that it is a doubly aromatic species involving two delocalized σ electrons and two delocalized π electrons. This finding reveals the very first example of double C–H bond activation of acetylene in forming new organo-boron compounds. Royal Society of Chemistry 2017-06-01 2017-04-19 /pmc/articles/PMC5590098/ /pubmed/28936331 http://dx.doi.org/10.1039/c7sc01399j Text en This journal is © The Royal Society of Chemistry 2017 https://creativecommons.org/licenses/by/3.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/ (https://creativecommons.org/licenses/by/3.0/) ) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Jian, Jiwen
Li, Wei
Wu, Xuan
Zhou, Mingfei
Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
title Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
title_full Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
title_fullStr Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
title_full_unstemmed Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
title_short Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
title_sort double c–h bond activation of acetylene by atomic boron in forming aromatic cyclic-hbc(2)bh in solid neon
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5590098/
https://www.ncbi.nlm.nih.gov/pubmed/28936331
http://dx.doi.org/10.1039/c7sc01399j
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