1263175-14-9Relevant articles and documents
Non-Symmetrical Sterically Challenged Phenanthroline Ligands and Their Homoleptic Copper(I) Complexes with Improved Excited-State Properties
Gimeno, Lea,Blart, Errol,Rebilly, Jean-No?l,Coupeau, Marina,Allain, Magali,Roisnel, Thierry,Quarré de Verneuil, Alexis,Gourlaouen, Christophe,Daniel, Chantal,Pellegrin, Yann
, p. 11887 - 11899 (2020)
A strategy is presented to improve the excited state reactivity of homoleptic copper–bis(diimine) complexes CuL2+ by increasing the steric bulk around CuI whereas preserving their stability. Substituting the phenanthroline at the 2-position by a phenyl group allows the implementation of stabilizing intramolecular π stacking within the copper complex, whereas tethering a branched alkyl chain at the 9-position provides enough steric bulk to rise the excited state energy E00. Two novel complexes are studied and compared to symmetrical models. The impact of breaking the symmetry of phenanthroline ligands on the photophysical properties of the complexes is analyzed and rationalized thanks to a combined theoretical and experimental study. The importance of fine-tuning the steric bulk of the N–N chelate in order to stabilize the coordination sphere is demonstrated. Importantly, the excited state reactivity of the newly developed complexes is improved as demonstrated in the frame of a reductive quenching step, evidencing the relevance of our strategy.
Synthesis of substituted 8-aminoquinolines and phenanthrolines through a Povarov approach
De, Kavita,Legros, Julien,Crousse, Benoit,Chandrasekaran, Srinivasan,Bonnet-Delpon, Daniele
supporting information; experimental part, p. 347 - 350 (2011/02/26)
The synthesis of 8-aminoquinolines and 1,10-phenanthrolines with substituents in α of the nitrogen has been performed through an inverse-demanding aza-Diels-Alder (Povarov reaction) in the fluoroalcohols TFE or HFIP. This path involves simple starting materials: 1,2-phenylenediamines, enol ethers and aldehydes.