Synthesis of novel photochromic pyrans via palladium-mediated reactions

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-bas...

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Autores principales: Böttcher, Christoph, Zeyat, Gehad, Ahmed, Saleh A, Irran, Elisabeth, Cordes, Thorben, Elsner, Cord, Zinth, Wolfgang, Rueck-Braun, Karola
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2009
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2707076/
https://www.ncbi.nlm.nih.gov/pubmed/19590750
http://dx.doi.org/10.3762/bjoc.5.25
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author Böttcher, Christoph
Zeyat, Gehad
Ahmed, Saleh A
Irran, Elisabeth
Cordes, Thorben
Elsner, Cord
Zinth, Wolfgang
Rueck-Braun, Karola
author_facet Böttcher, Christoph
Zeyat, Gehad
Ahmed, Saleh A
Irran, Elisabeth
Cordes, Thorben
Elsner, Cord
Zinth, Wolfgang
Rueck-Braun, Karola
author_sort Böttcher, Christoph
collection PubMed
description 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.
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spelling pubmed-27070762009-07-09 Synthesis of novel photochromic pyrans via palladium-mediated reactions Böttcher, Christoph Zeyat, Gehad Ahmed, Saleh A Irran, Elisabeth Cordes, Thorben Elsner, Cord Zinth, Wolfgang Rueck-Braun, Karola Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2009-05-27 /pmc/articles/PMC2707076/ /pubmed/19590750 http://dx.doi.org/10.3762/bjoc.5.25 Text en Copyright © 2009, Böttcher et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Böttcher, Christoph
Zeyat, Gehad
Ahmed, Saleh A
Irran, Elisabeth
Cordes, Thorben
Elsner, Cord
Zinth, Wolfgang
Rueck-Braun, Karola
Synthesis of novel photochromic pyrans via palladium-mediated reactions
title Synthesis of novel photochromic pyrans via palladium-mediated reactions
title_full Synthesis of novel photochromic pyrans via palladium-mediated reactions
title_fullStr Synthesis of novel photochromic pyrans via palladium-mediated reactions
title_full_unstemmed Synthesis of novel photochromic pyrans via palladium-mediated reactions
title_short Synthesis of novel photochromic pyrans via palladium-mediated reactions
title_sort synthesis of novel photochromic pyrans via palladium-mediated reactions
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2707076/
https://www.ncbi.nlm.nih.gov/pubmed/19590750
http://dx.doi.org/10.3762/bjoc.5.25
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