Photoinduced Electron Transfer (PET)-Mediated Fragmentation of Picolinium-Derived Redox Probes

Petra Dunkel; Anna Barosi; Hamid Dhimane; François Maurel; Peter I Dalko

doi:10.1002/chem.201801684

Photoinduced Electron Transfer (PET)-Mediated Fragmentation of Picolinium-Derived Redox Probes

Chemistry. 2018 Sep 3;24(49):12920-12931. doi: 10.1002/chem.201801684. Epub 2018 Jul 27.

Authors

Petra Dunkel¹, Anna Barosi¹, Hamid Dhimane¹, François Maurel², Peter I Dalko¹

Affiliations

¹ Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR8601, Université Paris Descartes, 45, rue des Saints-Pères, 75270, Paris Cedex 06, France.
² Sorbonne Paris Cité, ITODYS, UMR CNRS 7086, Université Paris Diderot, 15 rue J-A de Baïf, 75013, Paris, France.

PMID: 29873846
DOI: 10.1002/chem.201801684

Abstract

The photolysis of covalently linked N-alkyl picolinium phenylacetate-carbazole dyads was analyzed experimentally and by using density functional theory (DFT) and time dependent-DFT (TD-DFT) calculations. In contrast to earlier observations efficient one and two-photon fragmentations conditions were found for 15 c (δ_u =0.16 GM at 730 nm) opening the way for the design of a novel class of "caged" compounds.

Keywords: ab initio calculations; cage compounds; electron transfer; nonlinear photonics; redox chemistry.