Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225272 | Tetrahedron | 2007 | 9 Pages |
Abstract
Cyclodextrin acts as a restricting nanovessel to enhance regioselectivity in bromination of substituted phenols such as 3-nitrophenol, 2-chlorophenol, 3-chlorophenol, and 4-chlorophenol. In contrast to solution bromination, cyclodextrin facilitates regioselective monobromination and formation of polybrominated products are substantially reduced. Selectivities in brominations are also observed in water and in the solid state. The observed results are rationalized on the basis of specific modes of inclusion of substituted phenols inside the cyclodextrin cavity and find strong support from energy minimization studies and 1H-1H NOESY.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Palaniswamy Suresh, Subramanian Annalakshmi, Kasi Pitchumani,