Molecular tools for the self-assembly of bisporphyrin photodyads: a comprehensive physicochemical and photophysical study.
Accessible and hindered phenanthroline-strapped Zn(II) porphyrin receptors exhibited suitable topography tailored to strongly and selectively bind N(1)-unsubstituted imidazoles and imidazoles appended to free-base porphyrins. Distal binding was clearly driven by the formation of strong bifurcated hydrogen bonds with the phenanthroline unit of the receptors. An extensive physicochemical study emphasized the influence of bulkiness of the substrate and of the porphyrin receptor on the binding and self-assembly mechanism. Knowledge of the corresponding spectroscopic, thermodynamic, and kinetic data were of fundamental importance to elucidate and to model the photoinduced properties which occur within the self-assembled porphyrin dyads.
Brandel
Jérémy
J
Laboratoire de Physico-Chimie Bioinorganique, ULP-CNRS (UMR 7177), Institut de Chimie, ECPM, 25 Rue Becquerel, 67200 Strasbourg, France.
Trabolsi
Ali
A
Traboulsi
Hassan
H
Melin
Frédéric
F
Koepf
Matthieu
M
Wytko
Jennifer A
JA
Elhabiri
Mourad
M
Weiss
Jean
J
Albrecht-Gary
Anne-Marie
AM
D002627:Chemistry, Physical; D006860:Hydrogen Bonding; D007093:Imidazoles / Q000737:chemistry; D007700:Kinetics; D008024:Ligands; D008665:Metalloporphyrins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010618:Phenanthrolines / Q000737:chemistry; D010777:Photochemistry; D011166:Porphyrins / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D015032:Zinc / Q000737:chemistry
D007093:Imidazoles; D008024:Ligands; D008665:Metalloporphyrins; D010618:Phenanthrolines; D011166:Porphyrins; D015032:Zinc