Functionalization of Photochromic Dithienylmaleimides

Autor:	Burkhard König, Carolin Falenczyk, Natascha Kuzmanovic, Daniel Wutz
Rok vydání:	2015
Předmět:	Molecular switch chemistry.chemical_classification General Chemical Engineering ddc:540 General Chemistry Combinatorial chemistry Amino acid chemistry.chemical_compound Photochromism chemistry 540 Chemie Thiophene Surface modification Organic chemistry Maleimide
DOI:	10.5283/epub.31289
Popis:	Photochromic dithienylmaleimides are well known molecular switches, but for applications the suitable functionalization of the photochromic scaffold is required. We report here synthetic routes to dithienylmaleimides, which are functionalized at three different positions: at each of the thiophene moieties and the maleimide nitrogen. A Perkin-type condensation of two thiophene precursors is used as the key step to assemble the maleimide core, which allows the synthesis of non-symmetrically substituted dithienylmaleimides, such as photochromic amino acids. A different approach to the maleimide core is provided by the reaction of a dithienylmaleic anhydride with amines or hydrazides leading to maleimide protected dithienylmaleimides and photochromic labeled natural amino acids. The photochromic properties of the new photoswitches were investigated showing reversible photochromism in polar organic solvents. Open Access Komponente aus der Allianzlizenz
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4596dec4cb1e698e5f0808a0ddca1d09 Zobrazit plný text záznamu