Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation
The bromination of hydrocarbons with CBr4 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...
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Format: | Article |
Language: | English |
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Beilstein-Institut
2013-08-01
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Series: | Beilstein Journal of Organic Chemistry |
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Online Access: | https://doi.org/10.3762/bjoc.9.190 |
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author | Yuta Nishina Bunsho Ohtani Kotaro Kikushima |
author_facet | Yuta Nishina Bunsho Ohtani Kotaro Kikushima |
author_sort | Yuta Nishina |
collection | DOAJ |
description | The bromination of hydrocarbons with CBr4 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 CBr4 absorbs light to give active species for the bromination. The generation of CHBr3 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 CBr4 followed by radical abstraction of a hydrogen atom from a hydrocarbon. |
first_indexed | 2024-12-19T13:03:18Z |
format | Article |
id | doaj.art-7faedd0cc43b4081af76f87ad91869fc |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-19T13:03:18Z |
publishDate | 2013-08-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-7faedd0cc43b4081af76f87ad91869fc2022-12-21T20:20:10ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-08-01911663166710.3762/bjoc.9.1901860-5397-9-190Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiationYuta Nishina0Bunsho Ohtani1Kotaro Kikushima2Research Core for Interdisciplinary Science, Okayama University, Tsushimanaka, Kita-ku, Okayama 700-8530, JapanCatalysis Research Center, Hokkaido University, Sapporo 001-0021, JapanResearch Core for Interdisciplinary Science, Okayama University, Tsushimanaka, Kita-ku, Okayama 700-8530, JapanThe bromination of hydrocarbons with CBr4 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 CBr4 absorbs light to give active species for the bromination. The generation of CHBr3 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 CBr4 followed by radical abstraction of a hydrogen atom from a hydrocarbon.https://doi.org/10.3762/bjoc.9.190brominationfree radicalhydrocarbonlight-emitting diodephoto irradiation |
spellingShingle | Yuta Nishina Bunsho Ohtani Kotaro Kikushima Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation Beilstein Journal of Organic Chemistry bromination free radical hydrocarbon light-emitting diode photo irradiation |
title | Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation |
title_full | Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation |
title_fullStr | Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation |
title_full_unstemmed | Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation |
title_short | Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation |
title_sort | bromination of hydrocarbons with cbr4 initiated by light emitting diode irradiation |
topic | bromination free radical hydrocarbon light-emitting diode photo irradiation |
url | https://doi.org/10.3762/bjoc.9.190 |
work_keys_str_mv | AT yutanishina brominationofhydrocarbonswithcbr4initiatedbylightemittingdiodeirradiation AT bunshoohtani brominationofhydrocarbonswithcbr4initiatedbylightemittingdiodeirradiation AT kotarokikushima brominationofhydrocarbonswithcbr4initiatedbylightemittingdiodeirradiation |