Synthesis of Terphenyls and Quaterphenyls via the Nickel N-Heterocyclic Carbene-Catalyzed Cross-Coupling of Neopentyl Arenesulfonates with Aryl Grignard Reagents

  • Jo, Hyunjong; 
  • Kim, Chul-Bae; 
  • Ryoo, Tae-Yong; 
  • Ahn, Bo-Kyoung; 
  • Park, Kwangyong
Citations

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초록

Various terphenyl and quaterphenyl derivatives were prepared by the Ni-NHC catalyzed cross coupling of the corresponding biphenyl- and terphenyl-sulfonates with arylmagnesium bromides. The reactions proceeded rapidly via a nucleophilic aromatic substitution of the alkoxysulfonyl moieties by the aryl nucleophiles to afford high yields within just 1.5 h at room temperature in spite of the low reactivity of the sulfur electrophiles.

키워드

Terphenyl; Quaterphenyl; N-Heterocyclic carbene; Cross-coupling; Arenesulfonate; STRUCTURE-PROPERTY RELATIONSHIPS; UNSYMMETRICAL TRANS-STILBENES; ORGANIC OLIGOMERIC SYSTEMS; SOLID-PHASE SYNTHESIS; OPTICAL-PROPERTIES; P-TERPHENYL; RESTRICTED FLEXIBILITY; HOMOGENEOUS CATALYSIS; PARALLEL SYNTHESIS; ROOM-TEMPERATURE
제목
Synthesis of Terphenyls and Quaterphenyls via the Nickel N-Heterocyclic Carbene-Catalyzed Cross-Coupling of Neopentyl Arenesulfonates with Aryl Grignard Reagents
저자
Jo, Hyunjong; Kim, Chul-Bae; Ryoo, Tae-Yong; Ahn, Bo-Kyoung; Park, Kwangyong
DOI
10.5012/bkcs.2010.31.12.3749
발행일
2010-12
유형
Article
저널명
Bulletin of the Korean Chemical Society
권
31
호
12
페이지
3749 ~ 3754

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