Wutz, D. and Falenczyk, C. and Kuzmanovic, N. and Koenig, B. (2015) Functionalization of photochromic dithienylmaleimides. RSC ADVANCES, 5 (23). pp. 18075-18086. ISSN 2046-2069,
Full text not available from this repository. (Request a copy)Abstract
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | GLYCOGEN-SYNTHASE KINASE-3; OPTICAL-DATA STORAGE; ONE-STEP SYNTHESIS; DIARYLETHENE DERIVATIVES; CONVENIENT SYNTHESIS; INHIBITORS; SWITCHES; ACID; MEMORIES; BIS(HETEROARYL)MALEIMIDES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 01 Aug 2019 12:41 |
| Last Modified: | 01 Aug 2019 12:41 |
| URI: | https://pred.uni-regensburg.de/id/eprint/6295 |
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