Faculty of Chemistry, Opole University, ul. Oleska 48, 45-052 Opole, Poland.
Molecules. 2011 Dec 1;16(12):9957-71. doi: 10.3390/molecules16129957.
Structural parameters of a range of over 100 meso-substituted zinc porphyrins were reviewed and compared to show how far the nature of the functional group may affect the interatomic distances and bond angles within the porphyrin core. It was proved that even despite evident deformations of the molecular structure, involving twisting of the porphyrin's central plane, the coupled π-bonding system remains flexible and stable. DFT calculations were applied to a number of selected porphyrins representative for the reviewed compounds to emphasize the relevance of theoretical methods in structural investigations of complex macrocyclic molecular systems. Experimental and DFT-simulated IR spectral data were reported and analyzed in context of the individual molecular features introduced by the meso substituents into the porphyrin moiety base. Raw experimental spectral data, including ¹H- and ¹³C-NMR, UV-Vis, FTIR, XRD, and other relevant physicochemical details have been provided for a specially chosen reference zinc porphyrin functionalized by tert-butylphenyl groups.
回顾了超过 100 种介体型锌卟啉的结构参数，并进行了比较，以说明官能团的性质在多大程度上可能影响卟啉核心的原子间距离和键角。事实证明，即使分子结构发生明显变形，涉及卟啉中心平面的扭曲，耦合的π键合系统仍然保持灵活和稳定。对选定的代表所审查化合物的一系列卟啉进行了 DFT 计算，以强调理论方法在复杂大环分子系统结构研究中的相关性。报告并分析了实验和 DFT 模拟的红外光谱数据，以了解介体引入卟啉部分的各个分子特征。为特别选择的由叔丁基苯基官能化的锌卟啉提供了原始实验光谱数据，包括 1H-和 13C-NMR、UV-Vis、FTIR、XRD 和其他相关物理化学细节。
