Simultaneous Implementation of <i>N</i>-Heterocycle-Fused Bridge and Modified Pyrrole Unit on Ni(II) Porphyrin Dimers
Yuanyuan Li, Mingbo Zhou, Ling Xu, Bixiang Zhou, Yutao Rao, Haigen Nie, Tingting Gu, Jie Zhou, Xü Liang, Bangshao Yin, Weihua Zhu, Atsuhiro Osuka, Jianxin Song
Abstract
The oxidation of NiII–porphyrin dimer 10 with PbO2 or MnO2 resulted in the simultaneous implementation of an N-heterocycle-fused bridge and a modified pyrrole to give three unprecedented porphyrin dimers 11, 12, and 13. The reduction of 12 smoothly afforded 14. The structures of these dimers were all unambiguously confirmed by X-ray crystallographic analysis. These dimers show significantly red-shifted absorption bands and perturbed electrochemical properties with a decreasing HOMO–LUMO gap in the order of 14 > 13 > 11 > 12.
Topics & Concepts
PorphyrinChemistryPyrroleUnit (ring theory)Bridge (graph theory)Combinatorial chemistryNickelPolymer chemistryMedicinal chemistryStereochemistryPhotochemistryOrganic chemistryMathematics educationMedicineMathematicsInternal medicinePorphyrin and Phthalocyanine ChemistryLuminescence and Fluorescent MaterialsCovalent Organic Framework Applications