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- W2106370919 endingPage "2167" @default.
- W2106370919 startingPage "2160" @default.
- W2106370919 abstract "Abstract The mild and highly efficient thiol‐ene click reaction has been used to construct a rotaxane incorporating dibenzo‐24‐crown‐8 (DB24C8) and a dibenzylammonium‐derived thread in high yield under the irradiation of UV light. A rotaxane containing a disulfide linkage in the macrocycle was also synthesized by the thiol‐ene click reaction. It has been demonstrated that the formation of the [2]rotaxane with the disulfide bond in the macrocycle occurs by a mechanism that is different to the threading‐followed‐by‐stoppering process. The successful construction of a rotaxane directly from its constituent components, the macrocycle containing a disulfide linkage and the dibenzylammonium hexafluorophosphate salt, suggests that the space within the macrocycle incorporating the disulfide linkage is smaller than the phenyl unit and a plausible reaction mechanism has been proposed as follows: A small amount of the initiator forms two radicals upon the absorption of UV irradiation; the radicals act as a “key” to “unlock” the disulfide bond in the macrocycle. The resulting crown ether like moiety in the macrocycle is clipped around the ammonium ion center in the dumb‐bell‐shaped compound. The [2]rotaxane is generated upon recombination of the disulfide linkage." @default.
- W2106370919 created "2016-06-24" @default.
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- W2106370919 date "2011-01-21" @default.
- W2106370919 modified "2023-10-18" @default.
- W2106370919 title "Synthesis of a [2]Rotaxane Incorporating a “Magic Sulfur Ring” by the Thiol-Ene Click Reaction" @default.
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- W2106370919 doi "https://doi.org/10.1002/chem.201002964" @default.
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