Eghbarieh Nadim, Masarwa Ahmad
Institute of Chemistry, The Center for Nanoscience and Nanotechnology, and Casali Center for Applied Chemistry, The Hebrew University of Jerusalem, Jerusalem 9190401, Israel.
J Org Chem. 2024 Aug 16;89(16):11753-11760. doi: 10.1021/acs.joc.4c00715. Epub 2024 Jul 31.
Herein, we report a straightforward practical and simple method for efficiently synthesizing a BF-containing unsymmetrical diboron salt. This method involves the direct desymmetrization of commercially available diboron(4). This desymmetrization is based on a selective B-masking strategy via nucleophilic trifluorination, providing the elusive diborons bearing a trifluoroborate group. The synthetic utility of these salts is demonstrated through various examples of (sequential) B-ligand interconversions, enabling the synthesis of unsymmetrical diboron derivatives. These products, which serve as valuable building blocks, are obtained in gram-scale and high yields.
在此,我们报道了一种直接、实用且简单的方法,用于高效合成含硼的不对称二硼盐。该方法涉及市售二硼化合物(4)的直接去对称化。这种去对称化基于通过亲核三氟氟化的选择性硼掩蔽策略,得到了带有三氟硼酸盐基团的难以捉摸的二硼化合物。通过(连续的)硼-配体相互转化的各种实例证明了这些盐的合成效用,从而能够合成不对称二硼衍生物。这些作为有价值的结构单元的产物以克级规模和高收率获得。