Helicenes are ortho-annulated polycyclic aromatic compounds, endowed with an inherently chiral π-conjugated system that are intensively studied in different areas of science.1 Among helicenes, thiophene-based helicenes are emerging as an intriguing and promising class of screw-shaped structures, thanks to the presence of the thiophene rings, which confer peculiar chemical, structural, and electronic features.2 For several years, we have been interested in the synthesis and functionalization of tetrathia[7]helicenes (7-TH, Figure 1), which are configurationally stable heterohelicenes, potentially very interesting for applications in optoelectronics,3 catalysis,4 and biology.5 In particular, transition metal-based 7-TH systems are an extremely appealing class of complexes, in which the coordination of metals with the π-helical ligand, bearing proper coordinating groups, provides unusual chiral architectures. Indeed, the selective functionalization of 2 and 13 positions of the 7-TH scaffold allows the introduction of a variety of substituents, including those with efficient coordinating ability (e.g. cyano, phosphane, phosphine oxide). In this communication we report our recent studies on the synthesis and characterization of 7-TH-based organometallic complexes, and their potential applications in optoelectronics and catalysis.
Thiophene-based helicenes : eclectic scaffolds in organometallic chemistry / S. Cauteruccio, M. Panigati, A. Bossi, E. Licandro. ((Intervento presentato al 3. convegno International Symposium on the Synthesis and Application of Curved Organic π-Molecules & Materials tenutosi a Oxford nel 2018.
Thiophene-based helicenes : eclectic scaffolds in organometallic chemistry
S. Cauteruccio
;M. PanigatiSecondo
;E. LicandroUltimo
2018
Abstract
Helicenes are ortho-annulated polycyclic aromatic compounds, endowed with an inherently chiral π-conjugated system that are intensively studied in different areas of science.1 Among helicenes, thiophene-based helicenes are emerging as an intriguing and promising class of screw-shaped structures, thanks to the presence of the thiophene rings, which confer peculiar chemical, structural, and electronic features.2 For several years, we have been interested in the synthesis and functionalization of tetrathia[7]helicenes (7-TH, Figure 1), which are configurationally stable heterohelicenes, potentially very interesting for applications in optoelectronics,3 catalysis,4 and biology.5 In particular, transition metal-based 7-TH systems are an extremely appealing class of complexes, in which the coordination of metals with the π-helical ligand, bearing proper coordinating groups, provides unusual chiral architectures. Indeed, the selective functionalization of 2 and 13 positions of the 7-TH scaffold allows the introduction of a variety of substituents, including those with efficient coordinating ability (e.g. cyano, phosphane, phosphine oxide). In this communication we report our recent studies on the synthesis and characterization of 7-TH-based organometallic complexes, and their potential applications in optoelectronics and catalysis.File | Dimensione | Formato | |
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