Boryltrihydroborate: Synthesis, Structure, and Reactivity as a Reductant in Ionic, Organometallic, and Radical Reactions

被引：71

作者：

Nozaki, Kyoko ^{[1
]}

Aramaki, Yoshitaka ^{[1
]}

Yamashita, Makoto ^{[1
]}

Ueng, Shau-Hua ^{[2
]}

Malacria, Max ^{[3
]}

Lacote, Emmanuel ^{[3
]}

Curran, Dennis P. ^{[2
]}

机构：

[1] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, Tokyo 1138656, Japan

[2] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

[3] Univ Paris 06, Inst Parisien Chim Mol, CNRS, UMR 7201, F-75005 Paris, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 33期

基金：

美国国家科学基金会;

关键词：

N-HETEROCYCLIC CARBENES; LEWIS-BASE ADDUCTS; BORANE COMPLEXES; BORYL COMPLEXES; BORON; BORYLLITHIUM; FORM; REDUCTIONS; MOLECULES; CHEMISTRY;

D O I：

10.1021/ja105277u

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of lithium 1,3-bis(2,6-diisopropylpheny-1)-2,3-dihydro-1H-1,3,2-diazaborol-2-ide with borane center dot THF provides the first boryl-substituted borohydride: lithium [1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1 H-1,3,2-diazaborol-2-yl]trihydroborate. The compound is fully characterized by B-11, H-1, and Li-7 NMR spectra and other means, and these data are compared to neutral and anionic benchmark compounds. The compound crystallizes as a dimer complexed to four THF molecules. The dimer lacks the bridging B-H bonds seen in neutral boranes and is instead held together by ionic Li center dot center dot center dot HB interactions. A preliminary scan of reactions with several iodides shows that the compound participates in an ionic reduction (with a primary-alkyl iodide), an organometallic reduction (Pd-catalyzed with an aryl iodide), and a radical reduction (AIBN-initiated with a sugar-derived iodide). Accordingly the new borylborohydride class may share properties of both traditional borohydrides and isoelectronic N-heterocyclic carbene boranes.

引用

页码：11449 / 11451

页数：3

共 33 条

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