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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Royal Society of Chemistry
2017
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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. |
format | Online Article Text |
id | pubmed-5590098 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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
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title_full | Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
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title_fullStr | Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
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title_full_unstemmed | Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
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title_short | Double C–H bond activation of acetylene by atomic boron in forming aromatic cyclic-HBC(2)BH in solid neon
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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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