Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan.
Innovative Catalysis Science Division (ICS), Institute for Open and Transdisciplinary Research Initiatives (OTRI), Osaka University, Suita, Osaka 565-0871, Japan.
Org Biomol Chem. 2022 Feb 23;20(8):1671-1679. doi: 10.1039/d1ob02358f.
A 1,4-dihydropyridine derivative, lacking carbonyl groups and containing bulky aryl substituents, was synthesized and found to have a high hydride donating ability, acid resistance and reusability. Thermodynamic parameters for electron and hydride transfer in the redox system comprising the 1,4-dihydropyridine and its corresponding pyridinium ion were determined. In addition, studies showed that the 1,4-dihydropyridine with steric hindrance can be used to promote efficient, boron trifluoride catalyzed selective reduction reactions of aldimines and aldehydes under mild conditions.
合成了一种 1,4-二氢吡啶衍生物,它不含羰基,且含有大体积芳基取代基,具有高的供氢能力、耐酸性和可重复使用性。测定了包含 1,4-二氢吡啶及其相应吡啶鎓离子的氧化还原体系中电子和氢转移的热力学参数。此外,研究表明,位阻的 1,4-二氢吡啶可用于在温和条件下促进硼氟化三甲催化的亚胺和醛的高效选择性还原反应。