Metal-free activation of H2O2 by synergic effect of ionic liquid and microwave: chemoselective oxidation of benzylic alcohols to carbonyls and unexpected formation of anthraquinone in aqueous condition
IR@IHBT: CSIR-Institute of Himalayan Bioresource Technology, Palampur
View Archive Info| Field | Value | |
| Title |
Metal-free activation of H2O2 by synergic effect of ionic liquid
and microwave: chemoselective oxidation of benzylic alcohols
to carbonyls and unexpected formation of anthraquinone
in aqueous condition
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| Creator |
Kumar , R
Sharma, N Sharma, N Sharma, A Sinha, Arun K |
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| Subject |
Natural Product Chemistry
Synthetic Chemistry |
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| Description |
H2O2 mediated oxidation of alcohols in ionic liquid
is revisited, wherein, ionic liquids under the influence of
microwave irradiation have been found to facilitate activation
ofH2O2 without anymetal catalyst in aqueous condition. The
method utilizes a neutral ionic liquid [hmim]Br both as catalyst
and solvent for efficient and chemoselective oxidation
of benzyl alcohol derivatives on aromatic (β, γ ) alcohols,
cyclic and aliphatic analogues, which can be a useful synthetic
approach in total synthesis of complex organic compounds/
natural products. Moreover, an unexpected oxidation
of 9-anthracenyl propanol, a polyaromatic benzyl alcohol,
resulting in the formation of 9,10-anthraquinone by the loss
of propyl side chain was observed. Plausible mechanism and
further exploration of this method on various other related
substrates are discussed in detail.
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| Date |
2011
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://ihbt.csircentral.net/614/1/527_2011_9%2D12%2D2011.pdf
Kumar , R and Sharma, N and Sharma, N and Sharma, A and Sinha, Arun K (2011) Metal-free activation of H2O2 by synergic effect of ionic liquid and microwave: chemoselective oxidation of benzylic alcohols to carbonyls and unexpected formation of anthraquinone in aqueous condition. Molecular Diversity, 15. pp. 687-695. |
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| Relation |
http://ihbt.csircentral.net/614/
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