Rahman Md Mahbubur, Zhao Qun, Meng Guangrong, Lalancette Roger, Szostak Roman, Szostak Michal
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, NJ 07102, USA.
State Key Laboratory of Biocatalysis and Enzyme Engineering, School of Life Sciences, Hubei University, Wuhan 430000, China.
Molecules. 2023 Aug 2;28(15):5833. doi: 10.3390/molecules28155833.
In this Special Issue, "Featured Papers in Organometallic Chemistry", we report on the synthesis and characterization of [IPr-PEPPSI], a new, well-defined, highly hindered Pd(II)-NHC precatalyst for cross-coupling reactions. This catalyst was commercialized in collaboration with MilliporeSigma, Burlington, ON, Canada (no. 925489) to provide academic and industrial researchers with broad access to reaction screening and optimization. The broad activity of [IPr-PEPPSI] in cross-coupling reactions in a range of bond activations with C-N, C-O, C-Cl, C-Br, C-S and C-H cleavage is presented. A comprehensive evaluation of the steric and electronic properties is provided. Easy access to the [IPr-PEPPSI] class of precatalysts based on modular pyridine ligands, together with the steric impact of the IPr peralkylation framework, will facilitate the implementation of well-defined, air- and moisture-stable Pd(II)-NHC precatalysts in chemistry research.
在本期“有机金属化学专题论文”中,我们报道了[IPr-PEPPSI]的合成与表征,它是一种新型的、结构明确的、高度受阻的用于交叉偶联反应的钯(II)-氮杂环卡宾预催化剂。该催化剂已与加拿大安大略省伯灵顿的默克密理博公司(编号925489)合作实现商业化,以便为学术和工业研究人员提供广泛的反应筛选和优化途径。文中展示了[IPr-PEPPSI]在一系列涉及碳-氮、碳-氧、碳-氯、碳-溴、碳-硫和碳-氢键裂解的键活化交叉偶联反应中的广泛活性。同时提供了对其空间和电子性质的全面评估。基于模块化吡啶配体的[IPr-PEPPSI]类预催化剂易于获得,以及IPr全烷基化框架的空间影响,将有助于在化学研究中应用结构明确、对空气和湿气稳定的钯(II)-氮杂环卡宾预催化剂。