Organic dye-photocatalyzed acylnitroso ene reaction
Rose bengal, an inexpensive and readily available organic dye, is demonstrated to be a photoredox catalyst for the formation of transient acylnitroso intermediates under visible light irradiation. This method is operationally simple and uses air as the terminal oxidant. Reactions of acylnitroso with...
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sg-ntu-dr.10356-1017002020-03-07T12:34:53Z Organic dye-photocatalyzed acylnitroso ene reaction Teo, Yew Chin Pan, Yuanhang Tan, Choon Hong School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Rose bengal, an inexpensive and readily available organic dye, is demonstrated to be a photoredox catalyst for the formation of transient acylnitroso intermediates under visible light irradiation. This method is operationally simple and uses air as the terminal oxidant. Reactions of acylnitroso with a range of functionalized alkenes give intermolecular acylnitroso ene products in moderate to good yields. This is an environmentally friendly allylic amination methodology that avoids the use of metal catalysts and stoichiometric amount of oxidants. A plausible reaction mechanism is proposed on the basis of singlet oxygen and fluorescence quenching studies. 2014-06-16T03:57:07Z 2019-12-06T20:43:00Z 2014-06-16T03:57:07Z 2019-12-06T20:43:00Z 2013 2013 Journal Article Teo, Y. C., Pan, Y., & Tan, C. H. (2013). Organic Dye-Photocatalyzed Acylnitroso Ene Reaction. ChemCatChem, 5(1), 235-240. 1867-3880 https://hdl.handle.net/10356/101700 http://hdl.handle.net/10220/19790 10.1002/cctc.201200435 en Chemcatchem © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
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DRNTU::Science::Chemistry::Organic chemistry Teo, Yew Chin Pan, Yuanhang Tan, Choon Hong Organic dye-photocatalyzed acylnitroso ene reaction |
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Rose bengal, an inexpensive and readily available organic dye, is demonstrated to be a photoredox catalyst for the formation of transient acylnitroso intermediates under visible light irradiation. This method is operationally simple and uses air as the terminal oxidant. Reactions of acylnitroso with a range of functionalized alkenes give intermolecular acylnitroso ene products in moderate to good yields. This is an environmentally friendly allylic amination methodology that avoids the use of metal catalysts and stoichiometric amount of oxidants. A plausible reaction mechanism is proposed on the basis of singlet oxygen and fluorescence quenching studies. |
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School of Physical and Mathematical Sciences |
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School of Physical and Mathematical Sciences Teo, Yew Chin Pan, Yuanhang Tan, Choon Hong |
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Article |
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Teo, Yew Chin Pan, Yuanhang Tan, Choon Hong |
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Teo, Yew Chin |
title |
Organic dye-photocatalyzed acylnitroso ene reaction |
title_short |
Organic dye-photocatalyzed acylnitroso ene reaction |
title_full |
Organic dye-photocatalyzed acylnitroso ene reaction |
title_fullStr |
Organic dye-photocatalyzed acylnitroso ene reaction |
title_full_unstemmed |
Organic dye-photocatalyzed acylnitroso ene reaction |
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organic dye-photocatalyzed acylnitroso ene reaction |
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2014 |
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https://hdl.handle.net/10356/101700 http://hdl.handle.net/10220/19790 |
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