膦取代的炔基硼酸酯和炔基三氟硼酸盐的合成、表征及反应

Vivat Jérôme F, Bachollet Sylvestre P J T, Adams Harry, Harrity Joseph P A

Department of Chemistry, University of Sheffield, Sheffield S3 7HF, UK.

Molecules. 2014 Dec 18;19(12):21324-34. doi: 10.3390/molecules191221324.

The synthesis and structural characterisation of phosphine-substituted alkynylboronates is reported. A P(III)-centred alkynylboronate (2) was prepared that showed little evidence for the conjugation of the P-lone pair to the boron via the alkyne π-system, as judged by X-ray crystallography studies of 2 and a related P(V) compound, 3. In addition, corresponding alkynyltrifluoroborate salts were prepared that showed improved stability by comparison to their boronic ester counterparts. These salts undergo Pd-catalysed cross-coupling reactions with aryl halides.

报道了膦取代的炔基硼酸酯的合成及结构表征。制备了一种以P(III)为中心的炔基硼酸酯(2)，通过对2和相关的P(V)化合物3进行X射线晶体学研究判断，几乎没有证据表明P孤对电子通过炔烃π体系与硼共轭。此外，制备了相应的炔基三氟硼酸盐，与它们的硼酸酯对应物相比，其稳定性有所提高。这些盐可与芳基卤化物发生钯催化的交叉偶联反应。