A Useful Synthetic Route to <i>N</i>-Nonsubstituted Succinimides via Light-Induced Degradation of Metallocarbonyl Complexes
作者:Aneta Kosińska、Sławomir Wojtulewski、Marcin Palusiak、Paweł Tokarz、Bogna Rudolf
DOI:10.1021/acs.organomet.0c00768
日期:2021.3.22
iron metallocarbonyl succinimidato complexes. The proposed methodology prevents ring opening of succinimide under alkaline conditions and gives N-nonsubstituted succinimide products. To confirm the effectiveness of the described method, CpFe(CO)2(η1-maleimidato) was allowed to react with several aliphatic alcohols and phenol, affording the oxa-Michael reaction products in the case of primary alcohols
琥珀酰亚胺由于其广泛的生物活性而成为研究最多的化合物之一。众所周知,琥珀酰亚胺在碱性条件下会发生开环反应。该特征限制了通过oxa-Michael反应由马来酰亚胺形成3-取代的琥珀酰亚胺的条件,这是基本条件。本文中,我们报道了带有3个取代的琥珀酰亚胺配体的金属羰基(Fe,Ru)配合物的合成,表征和晶体结构。在CPM的氧杂迈克尔反应,获得这些络合物(CO)2(η 1 -maleimidato)(M =铁,钌)与醇类(甲醇,乙醇)中K的存在2 CO 3。在带有3-甲氧基琥珀酰亚胺配体的铁配合物的晶体学研究中,我们还发现了游离的3-甲氧基琥珀酰亚胺的出乎意料的晶体。我们进行了一些额外的实验和理论计算,以确定所获得的N-非取代的琥珀酰亚胺的形成机理。我们证明了3-methoxysuccinimide源于(CO)CpFe的量的光诱导降解2(η 1 -3- methoxysuccinimidato)。基