Despite their relatively simple structure, α-amino acids have remained at the forefront of modern scientific research for generations. This in part can be attributed to their diverse application in pharmaceutical, agricultural, and food industries. However, notwithstanding their utility, the synthetic preparation of these materials remains challenging. Of the synthetic methodologies described for their preparation, the modification of metal stabilized imines of glycine remains popular. As a result a number of versions of these Ni(II) complexes have been described in which the physical characteristic of the materials can be controlled. However, few advances have been made toward modifying the pKa of the complexes. Therefore, a series of Ni(II) complexes of glycine with strategically placed electron withdrawing groups will be described. Additionally, the reactivity of these complexes will be compared. Drawing on observations from NMR , structural features, and experimental reactivity results, a more complete description of their application and limitations will be presented.

Structure/reactivity relationship of Ni(II) complexed glycine equivalents bearing various electron withdrawing groups

ACS Spring 2022

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