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Organosilver(I/II) catalyzed C-N coupling reactions - phenazines

机译：Organosilver（I/II）催化C -N偶联反应 - 苯丙胺

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The paper reports organosilver catalyzed C-N coupling reactions of pyridyl (py) carbaldehydes and substituted anilines, thereby producing substantially different phenazines (PZs) with basic molecular skeletal and bulk N_(py)-substituents. The different chemical reactivity of N_(py)-substituted derivatives in polar protic solvents, in the presence of the Ag'-salts, with the dinuclear silver(I/II) organometallic precursors exhibiting C-Ag~(I/II)-Cl covalently bonded species, is described. The latter are elucidated fully by the theoretical quantum chemical method and experimentally evidenced by mass spectrometry in the gas phase (GP), involving a variety of ionization techniques. To our knowledge, we first report a comprehensive study of the nature of the organometallic precursors, which represents an important step of the catalyzed C-C and C-N coupling processes. Thus impacting all fields the enormous synthetic research efforts are focused on PZs, which through the diversity of the molecular architectures are main components observed in naturally occurring products (NPs), dyes, pesticides, antibiotics, etc. The emphasis of the paper is on the mass spectrometry (MS), employing its high-resolution power and accuracy of the analytical qualitative, quantitative and structural information as well as the physico-chemical thermodynamic one, at the analyte concentrations in the range of fg g~(-1). The latter, which are beyond the capability of other instrumental methods for structural analysis, make the MS an irreplaceable method in the advanced catalytical research. Its combined application with the method of the quantum chemistry provides reliable thermodynamic information in the condensed phase and in the GP, which helps understand comprehensively the mechanisms of the organometallic catalyzing processes, particularly the unique coupling reactions, thus improving significantly their effectiveness.
机译：该论文报告说，有机溶剂催化了吡啶基（PY）卡贝醛的C-N偶联反应并取代苯胺，从而用基本的分子骨骼和块状N_（PY） - 替代物产生了实质性不同的苯嗪（PZ）。在Ag-salts存在的情况下，N_（Py） - 取代的衍生物的不同化学反应性，具有c-Ag〜（I/II）的有机金属前体（I/II）的有机金属前体 - II/II）-Cl描述了共价粘结物种。后者通过理论量子化学方法充分阐明，并通过气相（GP）中的质谱法实验证明，涉及多种电离技术。据我们所知，我们首先报告了对有机金属前体性质的全面研究，该研究代表了催化的C-C和C-N耦合过程的重要步骤。因此，影响所有领域的巨大合成研究工作集中在PZ上，通过分子体系结构的多样性，它们是在天然存在的产物（NP），染料，农药，抗生素等中观察到的主要成分。本文的重点在于本文的重点。质谱法（MS）采用其高分辨率的能力和精度，在FG G〜（-1）范围内分析物浓度下，分析性定性，定量和结构信息以及物理化学热力学的能力以及物理化学热力学。后者超出了其他仪器方法进行结构分析的能力，使MS成为高级催化研究中不可替代的方法。它与量子化学方法的合并应用在凝结阶段和GP中提供了可靠的热力学信息，这有助于全面理解有机金属催化过程的机制，尤其是独特的偶联反应，从而显着提高了它们的有效性。

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