Cárdenas Jorge, Gaviño Ruben, García-Ríos Eréndira, Rios-Ruiz Lucero, Puello-Cruz Ana C, Morales-Serna Francisco Neptalí, Gómez Samuel, López-Torres Adolfo, Morales-Serna José Antonio
Instituto de Química, Universidad Nacional Autónoma de México Circuito Exterior, Ciudad Universitaria Ciudad de México 04510 México.
Centro de Investigación en Alimentación y Desarrollo A.C., Unidad Académica Mazatlán en Acuicultura y Manejo Ambiental Mazatlán Sinaloa 82112 México.
RSC Adv. 2021 Jun 7;11(33):20278-20284. doi: 10.1039/d1ra03484g. eCollection 2021 Jun 3.
The palladium-catalysed reaction of aryl halides and allylic alcohols is an attractive method for obtaining α,β-unsaturated aldehydes and ketones, which represent key intermediates in organic synthesis. In this context, a 1,2,3-triazol-5-ylidene (aNHC)-based palladium(ii) complex formed has been found to be a selective catalyst for the syntheses of building blocks from the corresponding aryl halides and allylic alcohols, with yields ranging from 50% to 90%. The lack of toxic effects of the ligand precursor (1,2,3-triazolium salt) of the palladium(ii) complex for the harpacticoid copepod allowed us to contrast the efficiency of the catalytic system with the potential impact of the principal waste chemical in global aquatic ecosystems, which has not been previously addressed.
芳基卤化物与烯丙醇的钯催化反应是一种制备α,β-不饱和醛和酮的颇具吸引力的方法,而α,β-不饱和醛和酮是有机合成中的关键中间体。在此背景下,已发现所形成的基于1,2,3-三唑-5-亚基(一种氮杂环卡宾)的钯(II)配合物是一种选择性催化剂,可用于从相应的芳基卤化物和烯丙醇合成结构单元,产率在50%至90%之间。钯(II)配合物的配体前体(1,2,3-三唑鎓盐)对猛水蚤无毒性作用,这使我们能够将催化体系的效率与全球水生生态系统中主要废弃化学品的潜在影响进行对比,而此前尚未涉及这一点。