Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation

The bromination of hydrocarbons with CBr(4) as a bromine source, induced by light-emitting diode (LED) irradiation, has been developed. Monobromides were synthesized with high efficiency without the need for any additives, catalysts, heating, or inert conditions. Action and absorption spectra sugges...

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Detalles Bibliográficos
Autores principales: Nishina, Yuta, Ohtani, Bunsho, Kikushima, Kotaro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3778398/
https://www.ncbi.nlm.nih.gov/pubmed/24062826
http://dx.doi.org/10.3762/bjoc.9.190
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author Nishina, Yuta
Ohtani, Bunsho
Kikushima, Kotaro
author_facet Nishina, Yuta
Ohtani, Bunsho
Kikushima, Kotaro
author_sort Nishina, Yuta
collection PubMed
description The bromination of hydrocarbons with CBr(4) as a bromine source, induced by light-emitting diode (LED) irradiation, has been developed. Monobromides were synthesized with high efficiency without the need for any additives, catalysts, heating, or inert conditions. Action and absorption spectra suggest that CBr(4) absorbs light to give active species for the bromination. The generation of CHBr(3) was confirmed by NMR spectroscopy and GC–MS spectrometry analysis, indicating that the present bromination involves the homolytic cleavage of a C–Br bond in CBr(4) followed by radical abstraction of a hydrogen atom from a hydrocarbon.
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spelling pubmed-37783982013-09-23 Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation Nishina, Yuta Ohtani, Bunsho Kikushima, Kotaro Beilstein J Org Chem Letter The bromination of hydrocarbons with CBr(4) as a bromine source, induced by light-emitting diode (LED) irradiation, has been developed. Monobromides were synthesized with high efficiency without the need for any additives, catalysts, heating, or inert conditions. Action and absorption spectra suggest that CBr(4) absorbs light to give active species for the bromination. The generation of CHBr(3) was confirmed by NMR spectroscopy and GC–MS spectrometry analysis, indicating that the present bromination involves the homolytic cleavage of a C–Br bond in CBr(4) followed by radical abstraction of a hydrogen atom from a hydrocarbon. Beilstein-Institut 2013-08-14 /pmc/articles/PMC3778398/ /pubmed/24062826 http://dx.doi.org/10.3762/bjoc.9.190 Text en Copyright © 2013, Nishina et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Nishina, Yuta
Ohtani, Bunsho
Kikushima, Kotaro
Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation
title Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation
title_full Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation
title_fullStr Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation
title_full_unstemmed Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation
title_short Bromination of hydrocarbons with CBr(4), initiated by light-emitting diode irradiation
title_sort bromination of hydrocarbons with cbr(4), initiated by light-emitting diode irradiation
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3778398/
https://www.ncbi.nlm.nih.gov/pubmed/24062826
http://dx.doi.org/10.3762/bjoc.9.190
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AT ohtanibunsho brominationofhydrocarbonswithcbr4initiatedbylightemittingdiodeirradiation
AT kikushimakotaro brominationofhydrocarbonswithcbr4initiatedbylightemittingdiodeirradiation

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