First Metal- and Base-Free Selective Oxidative Coupling of Thiols in Neat Ionic Liquids: NMR Probed “Ambiphilic” Character of Neutral [hmim]Br towards Atom-Efficient Synthesis of Disulfides
IR@IHBT: CSIR-Institute of Himalayan Bioresource Technology, Palampur
View Archive Info| Field | Value | |
| Title |
First Metal- and Base-Free Selective Oxidative Coupling of Thiols
in Neat Ionic Liquids: NMR Probed “Ambiphilic” Character of
Neutral [hmim]Br towards Atom-Efficient Synthesis of Disulfides
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| Creator |
Kumar, Rajesh
Sharma, Nandini Sharma , U K Shard , Amit Sinha, Arun K |
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| Subject |
Plant sciences
Natural Product Chemistry |
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| Description |
The selective oxidative coupling of thiols
has been studied in several imidazolium-based ionic
liquids in the absence of any base/metal catalysts.
Disulfides were obtained from the corresponding
thiols in good to excellent yields in 1-hexyl-3-methylimidazolium
bromide ([hmim]Br). Furthermore,
a 1H NMR-based mechanistic study of the S–S
bond formation demonstrated the cooperative role
of halide anion and imidazolium cation of
[hmim]Br as an “ambiphile” – a character found to
be imperative for the efficient syntheses of disulfides.
The developed methodology is simple, selective
and green that utilises molecular oxygen as an
oxidant and produces water as the only by-product.
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| Date |
2012
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://ihbt.csircentral.net/1290/1/68_First_Metal%2D_and_Base%2DFree_Selective%2C_2012.pdf
Kumar, Rajesh and Sharma, Nandini and Sharma , U K and Shard , Amit and Sinha, Arun K (2012) First Metal- and Base-Free Selective Oxidative Coupling of Thiols in Neat Ionic Liquids: NMR Probed “Ambiphilic” Character of Neutral [hmim]Br towards Atom-Efficient Synthesis of Disulfides. Journal of Advanced Synthesis & Catal., 354. pp. 2107-2112. |
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| Relation |
http://ihbt.csircentral.net/1290/
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