This work describes the synthesis, characterization and theoretical study of new meso-substituted dipyrromethanes. These compounds have been synthesized by a double Friedel-Crafts reaction from substituted pyrrole and aromatic aldehydes using iodine as a catalyst. The reaction is carried out in dichloromethane under stirring at room temperature. Ten novel substituted dipyrromethanes have been prepared with good yields in most cases within 21-98% and were characterized using ¹H, ¹³C NMR, two-dimensional methods (HMBC, HSQC and COSY), UV, IR and mass spectrometry. Compound 2c has been structurally characterized by single-crystal X-ray diffraction. It crystallizes in the monoclinic system, where supramolecular self-assembly of the compound is dominated by a variety of intermolecular interactions such as CH⋯O and CH⋯π. The role of weak intermolecular interactions in the crystal packing has been analyzed and quantified using Hirshfeld surface analysis. The geometric parameters, electronic transitions and theoretical frequencies for compound 2c were estimated at the DFT/B3LYP level of theory and compared to the experimental data.

这项工作描述了新的中间取代二吡咯甲烷的合成、表征和理论研究。这些化合物是由取代的吡咯和芳香醛使用碘作为催化剂通过双重傅克反应合成的。反应在室温下在二氯甲烷中在搅拌下进行。十种新型取代二吡咯甲烷的制备在大多数情况下具有良好的收率，在 21-98% 范围内，并使用¹ H、¹³ C NMR、二维方法（HMBC、HSQC 和 COSY）、UV、IR 和质谱法进行了表征。化合物2c已通过单晶 X 射线衍射在结构上进行了表征。它在单斜晶系中结晶，其中化合物的超分子自组装受C H⋯O和C H⋯π等多种分子间相互作用支配。已经使用 Hirshfeld 表面分析分析和量化了弱分子间相互作用在晶体堆积中的作用。化合物2c的几何参数、电子跃迁和理论频率在 DFT/B3LYP 理论水平上进行了估计，并与实验数据进行了比较。