Synthesis of novel photochromic pyrans via palladium-mediated reactions

Beilstein Journal of Organic Chemistry

Christoph Böttcher¹  Karola Rueck-Braun¹  Elisabeth Irran¹  Saleh A. Ahmed¹  Gehad Zeyat¹  Wolfgang Zinth²  Thorben Cordes²  Cord Elsner² 

[1] Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 135, 10623 Berlin, Germany;Lehrstuhl für BioMolekulare Optik, Department für Physik, Ludwig-Maximilians-Universität München, Oettigenstraße 67, 80538 München, Germany;

关键词: benzopyrans;    chromenes;    naphthopyrans;    palladium-mediated coupling reactions;    photochromism;   

DOI  :  10.3762/bjoc.5.25

来源: DOAJ

【 摘 要 】

Photochromic pyrans for applications in material and life sciences were synthesized via palladium-mediated cyanation, carbonylation and Sonogashira cross-coupling starting from bromo-substituted naphthopyran 1 and benzopyrans 2a/b. A novel photoswitchable benzopyran-based ω-amino acid 6 for Fmoc-based solid-phase peptide synthesis is presented. The photochromic behaviour of the 3-cyano-substituted benzopyran 5a was investigated by time-resolved absorption spectroscopy in the picosecond time domain.

【 授权许可】

Unknown