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Synthesis of novel photochromic pyrans via palladium-mediated reactions.

ABSTRACT: 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 omega-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.

SUBMITTER: Bottcher C

PROVIDER: S-EPMC2707076 | biostudies-literature | 2009 May

REPOSITORIES: biostudies-literature

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Synthesis of novel photochromic pyrans via palladium-mediated reactions.

Böttcher Christoph C Zeyat Gehad G Ahmed Saleh A SA Irran Elisabeth E Cordes Thorben T Elsner Cord C Zinth Wolfgang W Rueck-Braun Karola K

Beilstein journal of organic chemistry 20090527

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 omega-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 ...[more]

PMID: 19590750

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