作者:Ricardo Corona-Sánchez、Rubén A. Toscano、M. Carmen Ortega-Alfaro、César Sandoval-Chávez、José G. López-Cortés
DOI:10.1039/c3dt50451d
日期:——
New 1,2-disubstituted ferrocenes [5(b–j), in which R = –SMe, –SPh, –SiPr, –SiMe3, –SePh, –SnBu3, –B(OH)2, –Me, –I] with a thiazoline ring in the ferrocene backbone using as key intermediate a ferrocenyl Fischer carbene complex were synthesized. The capability of the 2-thiazoline moiety as an ortho-directed metalation group was demonstrated by subsequent quenching of lithium intermediate with several electrophiles, proving to be an excellent method for synthesizing bidentate ligands. The catalytic scope of the [N,S] ligand 5b as the corresponding palladium complex 5b-PdCl222 in a microwave-promoted Heck reaction was also tested. Results obtained showed better catalytic activity of 5b-PdCl222 compared to other catalytic systems based on a [N,S] ferrocenyl ligand.
合成了一系列新的1,2-二取代的铁烯 [5(b–j),其中R = –SMe, –SPh, –SiPr, –SiMe3, –SePh, –SnBu3, –B(OH)2, –Me, –I],这些化合物在铁烯骨架中带有噻唑啉环,并以铁烯菲舍尔卡宾复合物作为关键中间体。通过将锂中间体与几种电亲体的后续反应,证明了2-噻唑啉基作为邻位定向金属化基团的能力,这成为合成双齿配体的一个优良方法。此外,还测试了[N,S]配体5b作为相应的钯复合物5b-PdCl222在微波促进的赫克反应中的催化范围。结果显示,5b-PdCl222的催化活性优于其他基于[N,S]铁烯配体的催化系统。