Synthesis of a hetero-dinuclear metal complex in a porphyrin/phthalocyanine four-fold rotaxane

Abstract

We report synthesis of a hetero-dinuclear metal complex in a four-fold rotaxane, in which a Cu(2+)-porphyrin and a Zn(2+)-phthalocyanine are cofacially stacked. Interaction between the two metal complexes in the rotaxane was investigated by a UV-Vis absorption spectral study.

Tetra-(benzo-24-crown-8)-phthalocyanines as a platform for supramolecular ensembles: Synthesis and interaction with viologen

“…Interestingly, the replacement of Mg(OAc)2 and DBU with metallic Mg in the template reaction increased the yield up to 64%. Using the template method for the synthesis of the previously described 8Zn afforded this product with a 2.6 times higher yield (87%) than by using two-step procedure (synthesis of free base ligand 8H2 and its metalation, 33%) [22].…”

“…Thereby crown-substituted tetrapyrrolic macrocycles [18][19][20] that integrate the features of both classes of substances may be interesting platforms for the construction of novel molecular machines. For example, tetra-(benzo-24-crown-8)phthalocyanine was used as a versatile building block for the design of a fourfold rotaxane consisting of cofacially stacked homo-or heteronuclear phthalocyanine (Pc) -porphyrin (Por) dimers [21][22][23][24]. Switchable spin-spin interactions in such rotaxanes were induced by supramolecular interactions between crown-ethers appended to phthalocyanines and protonated amino groups of a neighboring porphyrin molecule.…”

Mechanically interlocked molecular handcuffs

“…14c ). The identity of the metal centres of each member of the (4)handcuff assembly could be programmed, either by premetallating the components prior to rotaxane self-assembly, 87 or by site specific metallation of either component. 88 The phthalocyanine host selected for manganese( ii ) ions, the porphyrin guest showed selectivity for iron( ii ) and nickel( ii ) ions.…”

A Covalently Linked Dyad Based on Zinc Phthalocyanine and Methylpheophorbide a: Synthetic and Physicochemical Study

“…Phthalocyanine-porphyrin (Pc-Por) hetero-array systems owing to their unique composition show specific intramolecular interactions, [1][2][3][4][5][6][7][8][9][10][11][12] which result in efficient photo-induced electron and/or energy transfer processes from porphyrin to phthalocyanine macrocycle and typically strong fluorescence of the latter due to fluorescence resonance energy transfer (FRET) process. [11,12] This renders them good candidates for application in electrochemical catalysis, [13] light-harvesting [14,15] and optoelectronic devices.…”