Issue 28, 2012

Synthesis of electroactive multinuclear dipyrrinato complexes and Fe(iii) assisted formation of α-alkoxy substituted 5-ferrocenyldipyrromethenes

Abstract

The synthesis and characterization of multinuclear complexes [Pd(acac)(fcdpm)] (1), [Pd(fcdpm)2] (2), [Co(acac)(fcdpm)2] (3), [Co(fcdpm)3] (4) and α-alkoxy derivatives [α-OMe-fcdpm] (5), [α-OEt-fcdpm] (6), [α-OPrn-fcdpm] (7) and [α-OBun-fcdpm] (8) (fcdpm = 5-ferrocenyldipyrromethene; acac = acetylacetone) have been described. Formation of alkoxy derivatives 5–8 takes place from highly selective Fe(III) mediated alkoxylation of fcdpm in alcohol. It has been established that yield of α-alkoxy derivatives depend on the alcohol chain length. The compounds under study have been characterized by elemental analyses, spectral (IR, 1H, 13C NMR, ESI-MS, UV-vis) and electrochemical studies (CV and DPV). Structures of 1, 3 and 5 have been verified by X-ray single crystal analyses. Structural studies revealed distorted square planar and octahedral geometry about Pd(II) and Co(III) centres. All the compounds exhibited oxidation wave due to Fc/Fc+ redox couple (0.34–0.36, 1–4; 0.24–0.25 V, 5–8).

Graphical abstract: Synthesis of electroactive multinuclear dipyrrinato complexes and Fe(iii) assisted formation of α-alkoxy substituted 5-ferrocenyldipyrromethenes

Supplementary files

Article information

Article type
Paper
Submitted
28 Jan 2012
Accepted
03 May 2012
First published
31 May 2012

Dalton Trans., 2012,41, 8556-8566

Synthesis of electroactive multinuclear dipyrrinato complexes and Fe(III) assisted formation of α-alkoxy substituted 5-ferrocenyldipyrromethenes

R. K. Gupta, R. Pandey, S. Sharma and D. S. Pandey, Dalton Trans., 2012, 41, 8556 DOI: 10.1039/C2DT30212H

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