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The synthesis and characterization of a side-by-side iron phthalocyanine dimer

Wei He

Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA

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and

Marya Lieberman

Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA

Corresponding author, tel: +1 574-631-4665, fax: +1 574-631-6652.

SPP full member in good standing.

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https://doi.org/10.1142/S1088424611003264Cited by:3 (Source: Crossref)

Abstract

The QCA paradigm is one of the approaches to decrease the size scale of computing devices. When molecules are used as QCA cells, they may be able to perform computing at room temperature. This paper describes a novel molecular QCA cell candidate which is a side-by-side iron phthalocyanine dimer, and an investigation of its optical and redox properties. The new dodeca(pentyloxy) substituted side-by-side iron phthalocyanine dimer, along with the octa(pentyloxy) iron phthalocyanine monomer, are soluble in non-polar organic solvents. These compounds were isolated by gel permeation chromatography (GPC) and high-performance liquid chromatography (HPLC) to final purities of 98% and 99%, respectively. The NMR spectra of both compounds in CDCl₃ are broad due to aggregation, but become well resolved after the addition of the coordinating solvent pyridine-d₅. Addition of pyridine also gives changes in the UV-vis spectra and electrochemical peaks of both monomer and dimer in dichloromethane indicative of axial iron coordination. The electrochemical data indicates the loss of pyridine ligands from the oxidized products of both monomer and dimer. The comproportionation constant of side-by-side phthalocyanine dimer shows that its oxidized and reduced mixed-valence complexes are fairly stable. The dimer is thus a candidate for molecular QCA systems.

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