Organic molecular materials are potential constituents for many optoelectronic/photonic devices because they are light, made up of abundant atoms, and easily adjustable, which makes it possible to give them the desired electrical and/or optical properties. For example, pi-conjugated phosphorus derivatives have shown their effectiveness in the field of organic light-emitting diodes. However, very few of these phosphorus compounds possess a ylide bond (atom of carbon (Carbon is a chemical element of the family of crystallogens, symbol C,…) negative adjacent to a atom (An atom (from the Greek ατομος, atomos, “that one cannot…) of phosphorus (Phosphorus is a chemical element of the family of pnictogens, symbol P and…) positive) within the system conjugate (In mathematics, the conjugate of a complex number z is the complex number formed by…). Indeed, the particularly reactive phosphorus ylide is too unstable to be able to envisage its use in devices.
In this context (The context of an event includes the circumstances and conditions surrounding it; the…)scientists from the Rennes Institute of Chemical Sciences (CNRS/Rennes 1 University/ENSCR/INSA Rennes), the Chemistry and Interdisciplinarity, Synthesis, Analysis, Modeling Laboratory (CNRS/Nantes University) and the Molecular Sciences Institute of Marseille (CNRS /Aix Marseille Univ/Centrale Marseille) have developed a synthetic method where the ylide bond is stabilized within a cyclic structure as well as by the presence of a suitable substituent. In addition to allowing access in a few steps to these original compounds, this method makes it possible to introduce by post-functionalization a wide variety of chemical functions modulating the properties ofabsorption (In optics, absorption refers to the process by which the energy of a photon is taken up…)emission or redox potentials, giving these compounds unprecedented non-linear and chiroptical optical properties.
Beyond the considerable progress in understanding basic (In music, the word fundamental can refer to several meanings.) electronic delocalization phenomena at the origin of electronic properties, these results, published in the journalAngelw. Chem. Int. Edshow that these compounds could find, in the short term, applications in the field of electronics organic (Organic chemistry is a branch of chemistry concerned with the description and study of a large…) or photonics.
T. Delouche , E. Caytan , M. Cordier , T. Roisnel , G. Taupier , Y. Molard , N. Vanthuyne , B. Le Guennic , M. Hissler , D. Jacquemin , P.-A. Bouit.
Simple access to multifunctional pi-conjugated P-heterocycles with an internal ylidic bond
Angelw. Chem. Int. Ed. 2022
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