Porphyrin-Oligopyridine Triads: Synthesis and Optical Properties

Nuno M M Moura; Inês F A Mariz; José A S Cavaleiro; Artur M S Silva; Carlos Lodeiro; José M G Martinho; Ermelinda M S Maçôas; Maria G P M S Neves

doi:10.1021/acs.joc.8b00208

Porphyrin-Oligopyridine Triads: Synthesis and Optical Properties

J Org Chem. 2018 May 4;83(9):5282-5287. doi: 10.1021/acs.joc.8b00208. Epub 2018 Apr 25.

Authors

Nuno M M Moura^{1

2}, Inês F A Mariz³, José A S Cavaleiro¹, Artur M S Silva¹, Carlos Lodeiro^{2

4}, José M G Martinho³, Ermelinda M S Maçôas³, Maria G P M S Neves¹

Affiliations

¹ QOPNA and Department of Chemistry , University of Aveiro , 3810-193 Aveiro , Portugal.
² BIOSCOPE Group, LAQV@REQUIMTE, Chemistry Department, Faculty of Science and Technology , University NOVA of Lisbon , 2829-516 , Monte da Caparica , Portugal.
³ CQFM and IN-Institute of Nanoscience and Nanotechnology, Instituto Superior Técnico , University of Lisbon , Av. Rovisco Pais , 1049-001 Lisbon , Portugal.
⁴ ProteoMass Scientific Society, Madan Parque , Rua dos Inventores 2825-182 , Monte da Caparica , Portugal.

PMID: 29644855
DOI: 10.1021/acs.joc.8b00208

Abstract

The synthesis of two triads with two porphyrinyl units linked by oligopyridine derivatives and a new β-functionalized porphyrin-dihydroazepine is described. One of the porphyrin-oligopyridine triads has a quinquepyridine unit connecting the porphyrins β-pyrrolic positions, while the other one has an asymmetric quaterpyridine with one of the pyridines fused to the porphyrin. All compounds have fluorescence emission quantum yields in the range of meso-tetraphenylporphyrin (16-22%).

Publication types

Research Support, Non-U.S. Gov't