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Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkersopen access
- Authors
- Kim, Chul-Bae; Cho, Chul-Hee; Jo, Min Jy; Park, Kwangyong
- Issue Date
- Oct-2011
- Publisher
- KOREAN CHEMICAL SOC
- Keywords
- Solid-phase synthesis; Traceless cleavage; Parallel synthesis; Unfunctionalized arenes; Sulfonate linker
- Citation
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.32, no.10, pp 3655 - 3659
- Pages
- 5
- Journal Title
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY
- Volume
- 32
- Number
- 10
- Start Page
- 3655
- End Page
- 3659
- ISSN
- 0253-2964
1229-5949
- Abstract
- The hydrogenolysis of polymer-bound arenesulfonates by 2-propylmagnesium chloride was performed through reductive cleavage of the C-S bond in the presence of a nickel catalyst. The reaction underwent in the highest efficiency by adding 15 equiv of the nucleophile in two additions with dppfNiCl(2) in THF. Various unfunctionalized naphthalene, biphenyl, and stilbene derivatives were produced in good yields by the traceless sulfonate linker system at room temperature.
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