Tzouras Nikolaos V, Saab Marina, Janssens Wim, Cauwenbergh Thibault, Van Hecke Kristof, Nahra Fady, Nolan Steven P
Department of Chemistry and Centre for Sustainable Chemistry, Ghent University, Krijgslaan 281, S-3, 9000, Ghent, Belgium.
Separation and Conversion Technology Unit, VITO (Flemish Institute for Technological Research), Boeretang 200, 2400, Mol, Belgium.
Chemistry. 2020 Apr 24;26(24):5541-5551. doi: 10.1002/chem.202000876. Epub 2020 Apr 9.
The discovery of sustainable and scalable synthetic protocols leading to gold-aryl compounds bearing N-heterocyclic carbene (NHC) ligands sparked an investigation of their reactivity and potential utility as organometallic synthons. The use of a mild base and green solvents provide access to these compounds, starting from widely available boronic acids and various [Au(NHC)Cl] complexes, with reactions taking place under air, at room temperature and leading to high yields with unprecedented ease. One compound, (N,N'-bis[2,6-(di-isopropyl)phenyl]imidazol-2-ylidene)(4-methoxyphenyl)gold, ([Au(IPr)(4-MeOC H )]), was synthesized on a multigram scale and used to gauge the reactivity of this class of compounds towards C-H/N-H bonds and with various acids, revealing simple pathways to gold-based species that possess attractive properties as materials, reagents and/or catalysts.
能够合成出可持续且可扩展的、带有N - 杂环卡宾（NHC）配体的金 - 芳基化合物的合成方案的发现，引发了对其反应活性以及作为有机金属合成子的潜在用途的研究。使用温和的碱和绿色溶剂，从广泛可得的硼酸和各种[Au(NHC)Cl]配合物出发，能够制得这些化合物。反应在空气中、室温下进行，极为轻松地就实现了高产率。其中一种化合物，（N，N'-双[2,6 -（二异丙基）苯基]咪唑 - 2 - 亚基）（4 - 甲氧基苯基）金（[Au(IPr)(4 - MeOC₆H₅)]），已实现克级规模合成，并用于评估这类化合物对C - H/N - H键以及与各种酸的反应活性，揭示了通往具有作为材料、试剂和/或催化剂的诱人性质的金基物种的简单途径。
