The one-step synthesis of three imine boronic esters functionalized with pyridyl groups is described (1a-1c). The presence or absence of a methyl group affect the whole conformation, being bent “L” or linear as determined by X-ray crystal diffraction. C-H∙∙∙O, C-H∙∙∙N, C-H∙∙∙F and C-H∙∙∙π hydrogen bond interactions support 2D supramolecular arrangements. Ligands were tested as metal ion (M²⁺) sensors in solution. The addition of metal cations (Fe²⁺, Co²⁺ and Cu²⁺) to 1a using methanol as solvent, showed significant color changes (purple, orange and green, respectively), while for metal cations Ni²⁺, Zn²⁺, Cd²⁺ cations no color changes were observed. The sensitivity of compound 1a towards Fe²⁺, Co²⁺ and Cu²⁺ was monitored by UV-Vis spectroscopy, where the presence of Fe²⁺ produces new bands at 360 and 566 nm. For Co²⁺ and Cu²⁺ a remarkable intensity increase was observed at 290 nm band and new bands appear at 340 and 462 nm, respectively. The stoichiometry of the complexes 1a-Fe²⁺, 1a-Co²⁺, 1a-Cu²⁺ was determined by Job’s plots being 1:3 (metal:ligand, complex [Fe(1a)₃]²⁺), in contrast with the stoichiometry 1:1 observed for 1b-Fe²⁺. In fact, the computed ΔG formation associated value showed a strong stabilization for the complex [Fe(1a)₃]²⁺ (-65.5 kcal/mol) in comparison with the possible complex [Fe(1b)₃]²⁺ (-29.7 kcal/mol). Detection limits are in the mM range (determined by UV-Vis) and μM range (determined by Fluorescence). An analogous bis-bidentate derivative (2a) also shows similar behavior but stoichiometric interaction changes to 2:3 (metal:ligand) and detection limits are in the mM range obtained by UV-Vis and Fluorescence techniques.

描述了用吡啶基官能化的三种亚胺硼酸酯的一步合成（1a - 1c）。甲基的存在或不存在会影响整个构象，如通过X射线晶体衍射所确定的那样弯曲为“ L”或线性。CH∙∙∙O，CH∙∙∙N，CH∙∙∙F和CH∙∙∙π氢键相互作用支持2D超分子排列。测试了配体作为溶液中的金属离子（M ²⁺）传感器。使用甲醇作为溶剂向1a中添加金属阳离子（Fe 2 ⁺，Co ²⁺和Cu ²⁺）显示出明显的颜色变化（分别为紫色，橙色和绿色），而对于金属阳离子Ni 2 ⁺，Zn ²⁺，Cd ²⁺阳离子未观察到颜色变化。通过UV-Vis光谱法监测化合物1a对Fe 2 ⁺，Co ²⁺和Cu ²⁺的敏感性，其中Fe ²⁺的存在在360和566 nm处产生新的谱带。对于Co ²⁺和Cu ^2+，在290 nm波段观察到明显的强度增加，并且分别在340和462 nm出现新的波段。复合物的化学计量1A-的Fe ²⁺，1A -Co ²⁺，1A-的Cu ²⁺通过工作的曲线是1确定：3（金属：配体，复合物的[Fe（1a）₃ ] ²⁺），与1b -Fe ²⁺的化学计量比1：1相反。实际上，与可能的复合物[Fe（1b）₃ ] 2 ⁺（-29.7 ）相比，计算出的ΔG形成相关值显示出对复合物[Fe（1a）₃ ] 2 ⁺（-65.5 kcal / mol）的强稳定性。kcal / mol）。检测限在mM范围（由UV-Vis确定）和μM范围（由荧光确定）中。一个类似的双双导数（2a）也显示出相似的行为，但化学计量相互作用变为2：3（金属：配体），检测极限在通过UV-Vis和荧光技术获得的mM范围内。