Parsons Leo W T, Fettinger James C, Berben Louise A
Department of Chemistry, University of California, Davis, CA 95616, USA.
Chem Commun (Camb). 2023 Jul 20;59(59):9110-9113. doi: 10.1039/d3cc02562d.
-alkylation and -metallation of pyridine are explored herein to understand how metal-ligand complexes can model NAD redox chemistry. Syntheses of substituted dipyrazolylpyridine (pzP) compounds (pzP)Me (1) and (pzP)GaCl (2) are reported, and compared with (pzP)AlCl(THF) and transition element pzP complexes from previous reports. Cyclic voltammetry measurements of cationic 1 and 2 show irreversible reduction events ∼900 mV anodic those for neutral pzP complexes of divalent metals. We proposed that -metallation using Group 13 ions of 3+ charge provides an electrochemical model for -alkylated pyridyls like NAD.
本文探索了吡啶的烷基化和金属化反应，以了解金属-配体络合物如何模拟NAD氧化还原化学。报道了取代二吡唑基吡啶（pzP）化合物（pzP）Me（1）和（pzP）GaCl（2）的合成，并与先前报道的（pzP）AlCl（THF）和过渡元素pzP络合物进行了比较。阳离子1和2的循环伏安测量显示，不可逆还原事件比二价金属的中性pzP络合物的阳极峰电位正移约900 mV。我们提出，使用3+电荷的第13族离子进行金属化反应可为类似NAD的烷基化吡啶基提供电化学模型。
