The first example of cofacial bis(dipyrrins)

Abstract

International audienceTwo series of cofacial bis(dipyrrins) were prepared and their photophysical properties as well as their bimolecular fluorescence quenching with C-60 were investigated. DFT and TDDFT computations were also performed as a modeling tool to address the nature of the fluorescence state and the possible inter-chromophore interactions. Clearly, there is no evidence for such interactions and the bimolecular quenching of fluorescence, in comparison with mono-dipyrrins, indicates that C-60-bis(dipyrrin) contacts occur from the outside of the "mouth" of the cofacial structure

Solvent and Anion Effects on the Electrochemistry of Manganese Dipyrrin-Bisphenols

“…Instrumentation and Methods. 1 H NMR spectra were recorded on a Bruker Avance Neo III 500 spectrometer operating at 500 MHz and available at the PACSMUB-WPCM technological platform, which relies on the "Institut de Chimie Moléculaire de l'Université de Bourgogne" and SATT SAYENS "TM", a Burgundy University private subsidiary. All NMR shift values are expressed in ppm.…”

“…All NMR shift values are expressed in ppm. 1 H spectra were calibrated using the residual peak of chloroform at 7.26 ppm. UV-visible spectra were recorded on a Hewlett-Packard Model 8453 diode array or on a Varian Cary 50 spectrophotometer.…”

“…Numerous studies involving transition metal or main group dipyrrin bisphenols (DPP) complexes have elucidated their physicochemical properties and provided examples for possible applications of these compounds in the areas of fluorescence, [1][2][3][4][5][6][7][8][9] catalysis, [10][11][12][13][14] molecular recognition 5 and anion binding. 15 Our own laboratories have long been interested in tuning and predicting how the redox properties and oxidation states of porphyrins, 16,17 corroles 18,19 and related macrocycles can be systematically varied in nonaqueous media by the judicious addition of pre-selected complexing ligands to solution, by systematic changes in the macrocycle βor meso-substituents and/or by changing the electrochemical solvent/supporting electrolyte system.…”

Corroles at work: a small macrocycle for great applications

“…105). What makes the dipyrrin-bisphenol ligand closer to a corrole (and not a porphyrin) is that it presents, like corrole, a formal À3 charge and this molecule is able to coordinate quite a large variety of nonmetal or metal ions such as boron, 292 manganese, 291 cobalt, 290 gold. 289 Dipyrrin-bisphenol is a 12 p-conjugated system with only one meso-position and 4 beta-pyrrolic positions.…”

Group 13 Complexes of Chelating N2O2n− Ligands as Hybrid Molecular Materials

“…Below, we highlight selected examples that combine these traits and incorporate boron, and aluminum, and ligands derived from dipyrrins (e.g., 1 ) and aza‐dipyrrins (e.g., 2 ), formazans (e.g., 3 ), and Schiff base ligands (e.g., 4 ) . The absence of examples based on familiar ligand‐types such as β‐diketiminates relates to synthetic limitations, while those linked to catalysis have been reviewed elsewhere …”