Synthesis of alkyl and aryl derivatives of closo-B{sub 12}H{sub 12}{sup 2{minus}} by the palladium-catalyzed coupling of closo-B{sub 12}H{sub 11}I{sup 2{minus}} with Grignard reagents

Journal Article · Mon Apr 06 04:00:00 EDT 1998 · Inorganic Chemistry

DOI:https://doi.org/10.1021/ic9712075· OSTI ID:642368

Peymann, T; Knobler, C B; Hawthorne, M F ^[1]

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1. Univ. of California, Los Angeles, CA (United States). Dept. of Chemistry and Biochemistry

The reaction of [N(n-C{sub 4}H{sub 9}){sub 4}]{sub 2}[closo-B{sub 12}H{sub 11}I], [N(n-Bu){sub 4}]{sub 2}[2], with Grignard reagents, RMgX, in the presence of catalytic amounts of trans-Pd(PPh{sub 3}){sub 2}Cl{sub 2} and CuI in either tetrahydrofuran or 1,4-dioxane solution produced the corresponding alkylated or arylated polyhedral borane anions, closo-B{sub 12}H{sub 11}R{sup 2{minus}}, in good yield. By this method, the authors have synthesized [N(n-C{sub 4}H{sub 9}){sub 4}]{sub 2}[closo-B{sub 12}H{sub 11}CH{sub 3}], [N(n-Bu){sub 4}]{sub 2}[3]; [N(n-C{sub 4}H{sub 9}){sub 4}]{sub 2}[closo-B{sub 12}H{sub 11}C{sub 6}H{sub 5}], [N(n-Bu){sub 4}]{sub 2}[4]; and Cs{sub 2}[closo-B{sub 12}H{sub 11}(n-C{sub 18}H{sub 37})], Cs{sub 2}[5]. The structures of Cs{sub 2}[3] and PPN{sub 2}[4] have been determined by X-ray diffraction studies.

• Sponsoring Organization: USDOE, Washington, DC (United States)
• DOE Contract Number: FG03-95ER61975
• OSTI ID: 642368
• Journal Information: Inorganic Chemistry, Journal Name: Inorganic Chemistry Journal Issue: 7 Vol. 37; ISSN 0020-1669; ISSN INOCAJ
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
40 CHEMISTRY
ALKYLATION
ARYLATION
BORANES
CARBORANES
CATALYTIC EFFECTS
CESIUM COMPOUNDS
CHEMICAL PREPARATION
CRYSTAL STRUCTURE
EXPERIMENTAL DATA
PALLADIUM