695152-69-3Relevant academic research and scientific papers
Electronic, redox, and photophysical consequences of metal-for-carbon substitution in oligo-phenylene-ethynylenes
O'Hanlon, Daniel C.,Cohen, Brian W.,Moravec, Davis B.,Dallinger, Richard F.,Hopkins, Michael D.
supporting information, p. 3127 - 3136 (2014/03/21)
The electronic structures, redox chemistry, and excited-state properties of tungsten-containing oligo-phenylene-ethynylenes (OPEs) of the form W[C(p-C 6H4CC)n-1Ph](dppe)2Cl (n = 1-5; dppe =1,2-bis(diphenylphosphino)ethane) are reported and compared with those of organic analogues in order to elucidate the effects of metal-for-carbon substitution on OPE bonding and electronic properties. Key similarities between the metallo- and organic OPEs that bear on materials-related functions include their nearly identical effective conjugation lengths, reduction potentials, and π* orbital energies and delocalization. In addition to these conserved properties, the tungsten centers endow OPEs with reversible one-electron oxidation chemistry and long-lived emissive triplet excited states that are not accessible to organic OPEs. The electronic similarities and differences between metallo- and organic OPEs can be understood largely on the basis of π/π* orbital energy matching between tungsten and organic PE fragments and the introduction of an orthogonal mid-π/π*-gap d orbital in metallo-OPEs. These orbital energies can be tuned by varying the supporting ligands; this provides a means to rationally implement and control the emergent properties of metallo-OPE materials.
Synthesis and Characterization of Dendritic Multichromophores Based on Rylene Dyes for Vectorial Transduction of Excitation Energy
Weil, Tanja,Reuther, Erik,Beer, Cornelia,Muellen, Klaus
, p. 1398 - 1414 (2007/10/03)
The synthesis of dendritic multichromophores based on a rigid polyphenylene scaffold is presented. Different rylene chromophores are incorporated into the core, the branches, and the surface of the dendrimer. In this way, two generations of dendritic dyads consisting of a terrylenediimide core, a stiff polyphenylene scaffold, and a perylenemonoimide periphery were obtained. Furthermore, the first synthetic approach to a dendritic triad is introduced. The outer sphere of this macromolecule is formed by naphthalenemonoimide chromophores, whereas perylenemonoimide groups are located in the dendritic scaffold, and the terrylenediimide chromophore serves as a core molecule. This multichromophore absorbs over the whole range of the visible spectrum and shows well-separated absorption envelopes. In the course of dendrimer synthesis new attempts towards a straightforward functionalization strategy for rylene dyes are also presented.
