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http://dx.doi.org/10.5012/bkcs.2010.31.12.3749

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

Jo, Hyun-Jong (School of Chemical Engineering and Materials Science, Chung-Ang University)
Kim, Chul-Bae (School of Chemical Engineering and Materials Science, Chung-Ang University)
Ryoo, Tae-Yong (School of Chemical Engineering and Materials Science, Chung-Ang University)
Ahn, Bo-Kyoung (School of Chemical Engineering and Materials Science, Chung-Ang University)
Park, Kwang-Yong (School of Chemical Engineering and Materials Science, Chung-Ang University)
Publication Information
Abstract
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.
Keywords
Terphenyl; Quaterphenyl; N-Heterocyclic carbene; Cross-coupling; Arenesulfonate;
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