A new class of rare earth tetrapyrrole sandwich complexes containing corrole and phthalocyanine macrocycles: synthesis, physicochemical characterization and X-ray analysis

Abstract

The first europium triple-decker tetrapyrrole with mixed corrole and phthalocyanine macrocycles was synthesized and characterized by spectroscopic and electrochemical methods. The molecular structure was characterized by single-crystal X-ray diffraction and showed the corrole to be in the middle of the sandwich with phthalocyanine macrocycles at each extreme.

Self-assembled organic nanostructures and nonlinear optical properties of heteroleptic corrole–phthalocyanine europium triple-decker complexes

“…1 and the data are summarized in Table S1. Both compounds 1 and 2 show typical electronic absorption spectra for a non-aggregated molecular structure in chloroform solution [27]. The newly synthesized complex 1 exhibits a characteristic phthalocyanine N band at 286 nm and a relatively strong Soret band at 339 nm, along with a weak satellite peak at 416 nm.…”

“…The MALDI-TOF mass spectrum showed an intense cluster corresponding to the molecular ion (M þ ). The experimental isotopic pattern closely resembles the simulated pattern as shown in the inset of (2) were synthesized in a similar manner and followed procedures described in the literature [27].…”

“…One is Eu 2 (Pc) 2 3 represents the trianion of 5,10,15-tri(4-chlorophenyl)corrole (Scheme 1). The synthesis of compound 1 was prepared for the first time in the current paper while compound 2 was previously reported and structurally characterized [27]. The self-assembly and the nonlinear optical properties of both compounds are fully characterized in the present paper.…”

“…With this in mind, we have focused part of our research on the synthesis of new heteroleptic triple-decker complexes [9,22,27] and have successfully synthesized two mixed rare earth triple-decker tetrapyrrole complexes, where the trinegatively charged corrole macrocycle is in the middle of the sandwich, with a phthalocyanine macrocycle on each extreme [27]. These new heteroleptic corroleephthalocyanine rare earth triple-decker complexes exhibit up to eight reversible or quasireversible one-electron redox processes and are air stable in most common organic solvents, such as CHCl 3 and CH 2 Cl 2 .…”

Spectroscopic investigations and theoretical calculations of DABCO induced xanthene bridged self-assembled zinc(II) porphyrin dimer

“…The distances between analogous pyrrole nitrogen atoms in the host-guest structure of 5 with DABCO are predicted to lie between 7.7-8.1 Å, which is significantly larger than the distances reported in rare earth porphyrin sandwich compounds of ca. 3.0 Å [15]. Since the xanthene bridge does not contain a conjugated p-system, this results in very weak p-p* interactions between the two porphyrin rings, the MOs are still effectively localized porphyrin ring as a monomer (Figs 3 and 4) [12].…”