Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkers

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초록

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.

키워드

Solid-phase synthesis; Traceless cleavage; Parallel synthesis; Unfunctionalized arenes; Sulfonate linker; LIGHT-EMITTING-DIODES; C-H BONDS; ORGANIC-SYNTHESIS; CONJUGATED POLYMERS; COMBINATORIAL; SUPPORTS; ARENESULFONATES; DERIVATIVES; TERPHENYLS; DENDRIMERS
제목
Solid-Phase Synthesis of Unfunctionalized Arenes Via the Traceless Cleavage of Sulfonate Linkers
저자
Kim, Chul-Bae; Cho, Chul-Hee; Jo, Min Jy; Park, Kwangyong
DOI
10.5012/bkcs.2011.32.10.3655
발행일
2011-10
유형
Article
저널명
Bulletin of the Korean Chemical Society
권
32
호
10
페이지
3655 ~ 3659

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