Carbaporphyrin Dimers That Bear a Rigid Naphthalene Motif as an Internal Strap
Jung‐Ho Hong, Adil S. Aslam, Beomhee Cho, Min‐Sung Ko, Younghoon Kim, Jungseok Heo, Dong‐Gyu Cho
Abstract
The first fully connected aromatic carbaporphyrin dimer (6) and its bis-Pd complex (6-Pd2) that bear a rigid naphthalene motif as an internal strap were synthesized. These dimers consisted of two aromatic carbaporphyrins that shared a naphthalene motif. The π-electron conjugation of the obtained macrocycles was proposed to have two separated local 22 π-electron pathways and a 34 π-electron pathway. Their weak aromaticity was fully supported by 1H NMR spectroscopy, NICS values, ACID calculations, and ICSS plots.
Topics & Concepts
ChemistryNaphthaleneAromaticityDimerMotif (music)StereochemistryCrystallographyStructural motifPhotochemistryMoleculeOrganic chemistryBiochemistryPhysicsAcousticsPorphyrin and Phthalocyanine ChemistrySynthesis and Properties of Aromatic CompoundsSupramolecular Chemistry and Complexes