1279708-49-4Relevant academic research and scientific papers
[2]Rotaxane End-Capping Synthesis by Click Michael-Type Addition to the Vinyl Sulfonyl Group
David, Arthur H. G.,García-Cerezo, Pablo,Campa?a, Araceli G.,Santoyo-González, Francisco,Blanco, Victor
supporting information, p. 6170 - 6179 (2019/04/08)
We report the application of the click Michael-type addition reaction to vinyl sulfone or vinyl sulfonate groups in the synthesis of rotaxanes through the threading-and-capping method. This methodology has proven to be efficient and versatile as it allowed the preparation of rotaxanes using template approaches based on different noncovalent interactions (i.e., donor-acceptor π–π interactions or hydrogen bonding) in yields of generally 60–80 % and up to 91 % aided by the mild conditions required (room temperature or 0 °C and a mild base such as Et3N or 4-(N,N-dimethylamino)pyridine (DMAP)). Furthermore, the use of vinyl sulfonate moieties, which are suitable motifs for coupling-and-decoupling (CAD) chemistry, implies another advantage because it allows the controlled chemical disassembly of the rotaxanes into their components through nucleophilic substitution of the sulfonates resulting from the capping step with a thiol under mild conditions (Cs2CO3 and room temperature).
Synthesis of a [2]rotaxane incorporating a "magic sulfur Ring" by the thiol-ene click reaction
Zheng, Haiyan,Li, Yuliang,Zhou, Chunjie,Li, Yongjun,Yang, Wenlong,Zhou, Weidong,Zuo, Zicheng,Liu, Huibiao
, p. 2160 - 2167 (2011/03/22)
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
