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Synlett 2000; 2000(10): 1503-1505
DOI: 10.1055/s-2000-7653
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Synthesis of Sb-chiral Organoantimony(III) Compounds: Stepwise Nucleophilic Displacement Reaction of Tribromostibane via a Bisethynylstibane Intermediate

Naoki Kakusawa* , Tomoyoshi Ikeda, Atsuko Osada, Jyoji Kurita, Takashi Tsuchiya
  • *Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa 920-1181, Japan; Fax + 81-76-229-1165; E-mail: j-kurita@hokuriku-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Treatment of bis(1-phenylethynyl)-p-tolylstibanes 2 with Grignard reagents resulted in nucleophilic displacement of one ethynyl group on 2 to afford the monoethynyl compounds 3 on which the remaining ethynyl group could be replaced with other substituents by treatment with Grignard or organolithium reagents. These stepwise reactions provide an efficient method for the preparation of a wide range of Sb-chiral organoantimony(III) compounds.

antimony - ethynylstibanes - nucleophilic substitution - Sb-chiral stibane - Grignard reagent

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