Meso-Tetrapyrenylporphyrins: Synthesis, structural, spectral, electrochemical properties and Förster energy transfer (FRET) studies

Author:

Dar Tawseef Ahmad1,Bulbul Amir Sohel1,Sankar Muniappan1,Kadish Karl M.2

Affiliation:

1. Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee – 247667, India

2. Department of Chemistry, University of Houston, Houston, TX, 77204-5003, USA

Abstract

Meso-tetrapyrenylporphyrin and its metal (Co[Formula: see text], Cu[Formula: see text], Ni[Formula: see text] and Zn[Formula: see text]) complexes were synthesized, characterized and studied for their spectral, electrochemical and energy transfer properties. DFT optimization was carried out to gain an insight into the interactions between the porphyrin [Formula: see text]-system and the pyrenyl substituents. The pyrenyl substituents and the porphyrin core remain essentially orthogonal to each other in both the free base and the metallated porphyrins. Redox potentials of the pyrenylporphyrins are marginally shifted as compared to their corresponding phenyl derivatives. Förster resonance energy transfer (FRET) studies were carried out in toluene for free-base pyrenylporphyrin and its Zn(II) complex. Since pyrene is a good donor, an efficient energy transfer from pyrene (D) to the porphyrin core (A) on the order of 80–85% was observed for these two compounds. It was observed that energy transfer occurs mainly via ”through-bond” (TB) interaction rather than ”through-space” (TS) interaction.

Funder

Science and Engineering Research Board

Robert A. Welch Foundation

Publisher

World Scientific Pub Co Pte Lt

Subject

General Chemistry

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