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Synthesis and Photophysical Properties of Copper(I) Complexes Obtained from 1,10‐Phenanthroline Ligands with Increasingly Bulky 2,9‐Substituents
Author(s) -
Accorsi Gianluca,
Armaroli Nicola,
Duhayon Carine,
Saquet Alix,
DelavauxNicot Béatrice,
Welter Richard,
Moudam Omar,
Holler Michel,
Nierengarten JeanFrançois
Publication year - 2010
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200900954
Subject(s) - chemistry , phenanthroline , electrochemistry , quenching (fluorescence) , photochemistry , copper , luminescence , absorption spectroscopy , medicinal chemistry , stereochemistry , crystallography , organic chemistry , fluorescence , electrode , physics , optoelectronics , quantum mechanics
In this paper, we describe the synthesis and the electronic properties of a series of [Cu(NN) 2 ] + systems. The NN ligands investigated are 2,9‐bis[( tert ‐butyldimethylsilyloxy)methyl]‐1,10‐phenanthroline ( 1 ), 2,9‐bis[(triisopropylsilyloxy)methyl]‐1,10‐phenanthroline ( 2 ), 2,9‐bis[( tert ‐butyldiphenylsilylmoxy)ethyl]‐1,10‐phenanthroline ( 3 ), 2,9‐bis[2,6‐bis(benzyloxy)phenethyl]‐1,10‐phenanthroline ( 4 ) and 2‐(1,3‐diphenylpropan‐2‐yl)‐9‐phenethyl‐1,10‐phenanthroline ( 5 ). The electrochemical properties and the ground state electronic absorption spectra of Cu(1) 2 – Cu(5) 2 are in line with the classical behaviour of such [Cu(NN) 2 ] + derivatives. Whereas all the compounds exhibit MLCT luminescence centered around 630–650 nm, the emission quantum yields and the lifetimes are dramatically different as a function of stereoelectronic effects and/or the possibility of internal exciplex quenching when oxygen‐containing functional groups are attached to the phenanthroline ligands.